Ubrogepant trihydrate

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H26F3N5O3.3H2O
Molecular Weight	603.5895
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.O.O.C[C@@H]1[C@@H](C[C@H](NC(=O)C2=CC3=C(C[C@]4(C3)C(=O)NC5=NC=CC=C45)N=C2)C(=O)N1CC(F)(F)F)C6=CC=CC=C6

InChI

InChIKey=ZFHQRKNHABBCOO-MONFIQOXSA-N

InChI=1S/C29H26F3N5O3.3H2O/c1-16-20(17-6-3-2-4-7-17)11-22(26(39)37(16)15-29(30,31)32)35-25(38)19-10-18-12-28(13-23(18)34-14-19)21-8-5-9-33-24(21)36-27(28)40;;;/h2-10,14,16,20,22H,11-13,15H2,1H3,(H,35,38)(H,33,36,40);3*1H2/t16-,20-,22+,28+;;;/m1.../s1

HIDE SMILES / InChI

Molecular Formula	C29H26F3N5O3
Molecular Weight	549.5436
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://adisinsight.springer.com/drugs/800036373 | https://www.allergan.com/news/news/thomson-reuters/allergan-announces-fda-acceptance-of-new-drug-appl | http://indexsmart.mirasmart.com/AAN2019/PDFfiles/AAN2019-001191.pdf

Ubrogepant, a small molecule drug, is being developed by Merck & Co for the treatment of migraine. The calcitonin gene-related peptide receptor (CGRP) antagonist is administered orally as a film coated tablet. Ubrogepant is a competitive antagonist with high affinity, potency, and selectivity for the human CGRP receptor. In the four clinical studies (ACHIEVE I, ACHIEVE II, UBR-MD-04 and 3110-105-002) ubrogepant demonstrated efficacy, safety and tolerability in the acute treatment of migraine among a broad patient population, including those who had an insufficient response to a triptan or those patients in whom triptans were contraindicated, as well as in patients who had moderate to severe CV risk profile.

Originator

Approval Year

C_max

Value	Dose	Analyte	Population
281.97 nM EXPERIMENT https://journals.sagepub.com/doi/pdf/10.1177/2515816320905082	50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status:
274.25 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31628854/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
1029.75 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31628854/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

AUC

Value	Dose	Analyte	Population
1306.54 nM × h EXPERIMENT https://journals.sagepub.com/doi/pdf/10.1177/2515816320905082	50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status:
1249.39 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31628854/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
5127.06 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31628854/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

T_1/2

Value	Dose	Analyte	Population
3.54 h EXPERIMENT https://journals.sagepub.com/doi/pdf/10.1177/2515816320905082	50 mg single, oral dose: 50 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE food status:
4.41 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31628854/	100 mg single, oral dose: 100 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED
5.06 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/31628854/	400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered:	UBROGEPANT plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

Doses

Dose	Population	Adverse events
25 mg multiple, oral Dose: 25 mg Route: oral Route: multiple Dose: 25 mg Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	unhealthy, 18-71 years Health Status: unhealthy Age Group: 18-71 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	Other AEs: Upper respiratory tract infection, Nausea... Other AEs: Upper respiratory tract infection (1.3%) Nausea (2.9%) Nasopharyngitis (1%) Dizziness (2.3%) Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/
25 mg 1 times / day single, oral Dose: 25 mg, 1 times / day Route: oral Route: single Dose: 25 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	unhealthy, 18-71 years Health Status: unhealthy Age Group: 18-71 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	Other AEs: Nausea, Dizziness... Other AEs: Nausea (2.5%) Dizziness (2.1%) Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/
100 mg multiple, oral Recommended Dose: 100 mg Route: oral Route: multiple Dose: 100 mg Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/211765s000lbl.pdf	unhealthy, 18-75 years Health Status: unhealthy Age Group: 18-75 years Sex: M+F Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/211765s000lbl.pdf	Disc. AE: Nausea... Other AEs: Nausea, Somnolence... AEs leading to discontinuation/dose reduction: Nausea Other AEs: Nausea (4%) Somnolence (3%) Dry mouth (2%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/211765s000lbl.pdf
50 mg multiple, oral Recommended Dose: 50 mg Route: oral Route: multiple Dose: 50 mg Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	unhealthy, 18-75 years Health Status: unhealthy Age Group: 18-75 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	Other AEs: Upper respiratory tract infection, Nausea... Other AEs: Upper respiratory tract infection (2.7%) Nausea (2.5%) Nasopharyngitis (2.3%) Dizziness (2%) Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/
50 mg multiple, oral Recommended Dose: 50 mg Route: oral Route: multiple Dose: 50 mg Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	unhealthy, 18-75 years Health Status: unhealthy Age Group: 18-75 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	Other AEs: ALT increased, AST increased... Other AEs: ALT increased (0.4%) AST increased (0.2%) ALP increased (0.2%) Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/
50 mg multiple, oral Recommended Dose: 50 mg Route: oral Route: multiple Dose: 50 mg Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/211765s000lbl.pdf	unhealthy, 18-75 years Health Status: unhealthy Age Group: 18-75 years Sex: M+F Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/211765s000lbl.pdf	Other AEs: Nausea, Somnolence... Other AEs: Nausea (2%) Somnolence (2%) Dry mouth (< 1%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2019/211765s000lbl.pdf
50 mg 1 times / day single, oral Recommended Dose: 50 mg, 1 times / day Route: oral Route: single Dose: 50 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	unhealthy, 18-75 years Health Status: unhealthy Age Group: 18-75 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/	Other AEs: Nausea, Dizziness... Other AEs: Nausea (2%) Dizziness (1.4%) Sources: https://pubmed.ncbi.nlm.nih.gov/31742631/
100 mg multiple, oral Recommended Dose: 100 mg Route: oral Route: multiple Dose: 100 mg Sources: https://pubmed.ncbi.nlm.nih.gov/31913519/	unhealthy, average 42 years Health Status: unhealthy Age Group: average 42 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/31913519/	Disc. AE: Abnormal ECG, Extrasystoles... Other AEs: Nasopharyngitis, Upper respiratory tract infection... AEs leading to discontinuation/dose reduction: Abnormal ECG (0.2%) Extrasystoles (0.2%) Nausea (0.2%) Palpitations (0.2%) Pruritus (0.2%) ALT increased (0.2%) AST increased (0.2%) Other AEs: Nasopharyngitis (grade 1-2, 11.5%) Upper respiratory tract infection (grade 1-2, 10.8%) Sinusitis (grade 1-2, 6.4%) Urinary tract infection (grade 1-2, 6.4%) Influenza (grade 1-2, 6.1%) Nausea (grade 1-2, 4.6%) Bronchitis (grade 1-2, 4.4%) Blood creatine phosphokinase increased (grade 1-2, 3.9%) ALT increased (grade 1-2, 3.7%) AST increased (grade 1-2, 3.4%) Back pain (grade 1-2, 3.4%) Nephrolithiasis (grade 1-2, 3.2%) Dizziness (grade 1-2, 2.9%) Anxiety (grade 1-2, 2.7%) Cough (grade 1-2, 2.7%) Diarrhea (grade 1-2, 2.7%) Arthralgia (grade 1-2, 2.4%) Gastroenteritis viral (grade 1-2, 2.4%) Muscle strain (grade 1-2, 2.4%) Depression (grade 1-2, 1.2%) Migraine (grade 1-2, 1%) Abdominal pain (grade 1-2, 0.5%) Sources: https://pubmed.ncbi.nlm.nih.gov/31913519/
50 mg multiple, oral Recommended Dose: 50 mg Route: oral Route: multiple Dose: 50 mg Sources: https://pubmed.ncbi.nlm.nih.gov/31913519/	unhealthy, average 42 years Health Status: unhealthy Age Group: average 42 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/31913519/	Disc. AE: Nausea, Thrombocytopenia... Other AEs: Nasopharyngitis, Upper respiratory tract infection... AEs leading to discontinuation/dose reduction: Nausea (0.2%) Thrombocytopenia (0.2%) Urticaria (0.2%) Vomiting (0.2%) Other AEs: Nasopharyngitis (grade 1-2, 8.2%) Upper respiratory tract infection (grade 1-2, 11.6%) Sinusitis (grade 1-2, 6.9%) Urinary tract infection (grade 1-2, 5.4%) Influenza (grade 1-2, 4.2%) Nausea (grade 1-2, 4.7%) Bronchitis (grade 1-2, 3.2%) Blood creatine phosphokinase increased (grade 1-2, 2.5%) ALT increased (grade 1-2, 2.2%) AST increased (grade 1-2, 1.7%) Back pain (grade 1-2, 3.5%) Nephrolithiasis (grade 1-2, 1%) Dizziness (grade 1-2, 1.2%) Anxiety (grade 1-2, 1.5%) Cough (grade 1-2, 2%) Diarrhea (grade 1-2, 2.5%) Arthralgia (grade 1-2, 2.7%) Gastroenteritis viral (grade 1-2, 1.7%) Muscle strain (grade 1-2, 0.5%) Depression (grade 1-2, 3.2%) Migraine (grade 1-2, 1.5%) Abdominal pain (grade 1-2, 1%) Epididymitis (grade 1-2, 3.2%) Testicular pain (grade 1-2, 3.2%) Sources: https://pubmed.ncbi.nlm.nih.gov/31913519/
400 mg 1 times / day single, oral Highest studied dose Dose: 400 mg, 1 times / day Route: oral Route: single Dose: 400 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/31628854/	healthy, mean age 29.2 years Health Status: healthy Age Group: mean age 29.2 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/31628854/	Other AEs: Nausea, Diarrhea... Other AEs: Nausea (1.3%) Diarrhea (2.6%) Abdominal pain (1.3%) Vomiting (1.3%) Medical device site reaction (1.3%) Vessel puncture site pain (2.6%) Electrocardiogram QT prolonged (1.3%) AST increased (1.3%) Headache (2.6%) Insomnia (1.3%) Cough (1.3%) Oropharyngeal pain (1.3%) Sources: https://pubmed.ncbi.nlm.nih.gov/31628854/
400 mg 1 times / day multiple, oral Highest studied dose Dose: 400 mg, 1 times / day Route: oral Route: multiple Dose: 400 mg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/31899602/	healthy, range 21–51 years Health Status: healthy Age Group: range 21–51 years Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/31899602/	Other AEs: Headache, Nausea... Other AEs: Headache (grade 1-2, 16.7%) Nausea (grade 1-2, 16.7%) Abdominal discomfort (grade 1-2, 16.7%) Abdominal pain upper (grade 1-2, 16.7%) Application site irritation (grade 1-2, 16.7%) Herpes simplex (grade 1-2, 16.7%) Sources: https://pubmed.ncbi.nlm.nih.gov/31899602/

AEs

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
substrate 1946 inhibitor 2252 inducer 1087	inhibitor 2438	inhibitor 2507	inhibitor 2217

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 2153 CYP2B6 926 CYP2C8 1057 CYP2C19 2057 UGT1A1 246 P-gp 1741 BCRP 910 BSEP 550 MRP3 246 MRP4 290 OAT1 725 OAT3 747 OATP1B1 1079 OATP1B3 961 OCT2 779	P-gp 2052 BCRP 697 OATP1B1 503 OATP1B3 435 OAT1 395 OAT3 391	CYP1A2 832 CYP2B6 669

Drug as perpetrator

Target	Modality	Activity
BCRP 985	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
BSEP 554	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
CYP1A2 2333	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
CYP1A2 2333	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
CYP2B6 1160	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
CYP2B6 1160	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
CYP3A4 2633	inducer 1966 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
CYP3A4 2633	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
MRP3 326	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
MRP4 345	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
OAT1 730	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
OAT3 749	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
P-gp 1932	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
CYP2C19 2141	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
CYP2C8 1117	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
CYP2C9 2497	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
CYP2D6 2546	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
OATP1B1 1095	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
OATP1B3 970	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
OCT2 782	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
UGT1A1 303	inhibitor 4027 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak

Drug as victim

Target	Modality	Activity	Clinical evidence
CYP3A4 1946	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=7 Page: 7.0	major	yes (co-administration study) Comment: Co-administration of ubrogepant with ketoconazole, a strong CYP3A4 inhibitor, resulted in a 9.7 fold increase in ubrogepant AUC0-inf and a 5.3-fold increase in ubrogepant Cmax Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=7 Page: 7.0
OAT3 391	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	no
OAT1 395	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
OATP1B1 503	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
OATP1B3 435	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	weak
BCRP 697	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=13 Page: 13.0	yes
P-gp 2052	substrate 4014 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=9 Page: 9.0	yes	likely (co-administration study) Comment: Drug interaction with verapamil (a combined P-gp inhibitor and moderate CYP3A4 inhibitor) resulted in a 3.5-fold increase in exposure. This increase in exposure can be due to the combined P-gp/CYP3A4 inhibition and the relative contribution of P-gp inhibition needs to be segregated to provide dose adjustment recommendation with P-gp only inhibitors Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000ClinPharmR.pdf#page=9 Page: 9.0

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
hERG 2263	inhibitor 2237 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2019/211765Orig1s000PharmR.pdf#page=18 Page: 18.0

Sourcing

Vendor/Aggregator	ID	URL
abcr GmbH	AB534370	http://www.abcr.com/shop/en/AB534370
Chem Scene	CS-0011109	http://www.chemscene.com/1374248-77-7.html
ChemFish Tokyo co.,ltd	68748835	http://www.chemfish.co.jp/index.php?id=4218&project=product
CSNpharm	CSN22530	https://www.csnpharm.com/products/ubrogepant.html
DC Chemicals	DC22151	http://www.dcchemicals.com/product_show-DC22151.html
eNovation Chemicals	D674147	https://www.enovationchem.com/ProductDetails.asp?ProductID=D674147
Excenen	EX-A3049	https://www.excenen.com/searchresultlist.php?id=1374248-77-7
Hairui	UBCQ025	http://www.hairuichem.com/en/product/1374248-77-7.html
Lab Network	LN01302341	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN01302341
MedChem Express	HY-12366	https://www.medchemexpress.com/Ubrogepant.html
MolPort	MolPort-044-181-514	https://www.molport.com/shop/molecule-link/MolPort-044-181-514
Synblock Inc	SB19741	http://www.synblock.com/product/1374248-77-7.html
THE BioTek	bt-242411	https://www.thebiotek.com/product/peptides/bt-242411

PubMed

Title	Date	PubMed
Therapeutic novelties in migraine: new drugs, new hope?	2019 Apr 17	30995909
Advances in orally administered pharmacotherapy for the treatment of migraine.	2019 Feb	30475090

Patents

Sample Use Guides

In Vivo Use Guide

Migraine: ubrogepant 1 mg, 10 mg, 25 mg, 50 mg, 100 mg. Ubrogepant 100 mg was significantly superior to placebo for two-hour pain freedom but not for two-hour headache response.

Route of Administration: Oral

In Vitro Use Guide

The binding affinity for native (Ki=0.067 nM) and cloned human (Ki=0.070 nM) and rhesus (Ki=0.079 nM) receptors was similar for ubrogepant, with relatively lower affinities for CGRP receptors of other species (ranging from Ki=9.6 to 47 nM). Ubrogepant potently blocked human α-CGRP–stimulated cAMP response (IC50 of 0.08) and exhibited highly selective antagonist activity in relation to the CGRP receptor compared with other members of the human calcitonin receptor family.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:42:14 GMT 2025` Edited by `admin` on `Mon Mar 31 22:42:14 GMT 2025`
Record UNII	02S17TLD81
Record Status	`Validated (UNII)`
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Name

Type

Language

Ubrogepant trihydrate

Common Name

English

MK-1602 TRIHYDRATE

Preferred Name

English

SPIRO(6H-CYCLOPENTA(B)PYRIDINE-6,3'-(3H)PYRROLO(2,3-B)PYRIDINE)-3-CARBOXAMIDE, 1',2',5,7-TETRAHYDRO-N-((3S,5S,6R)-6-METHYL-2-OXO-5-PHENYL-1-(2,2,2-TRIFLUOROETHYL)-3-PIPERIDINYL)-2'-OXO-, HYDRATE (1:3), (3'S)-

Systematic Name

English

(3'S)-N-((3S,5S,6R)-6-METHYL-2-OXO-5-PHENYL-1-(2,2,2-TRIFLUOROETHYL)PIPERIDIN-3-YL)-2'-OXO-1',2',5,7-TETRAHYDROSPIRO(CYCLOPENTA(B)PYRIDINE-6,3'-PYRROLO(2,3-B)PYRIDINE)-3-CARBOXAMIDE TRIHYDRATE

Systematic Name

English

Code System Code Type Description

FDA UNII

02S17TLD81

Created by admin on Mon Mar 31 22:42:14 GMT 2025 , Edited by admin on Mon Mar 31 22:42:14 GMT 2025

PRIMARY

SMS_ID

300000011962

Created by admin on Mon Mar 31 22:42:14 GMT 2025 , Edited by admin on Mon Mar 31 22:42:14 GMT 2025

PRIMARY

CAS

1488325-95-6

Created by admin on Mon Mar 31 22:42:14 GMT 2025 , Edited by admin on Mon Mar 31 22:42:14 GMT 2025

PRIMARY

PUBCHEM

131733699

Created by admin on Mon Mar 31 22:42:14 GMT 2025 , Edited by admin on Mon Mar 31 22:42:14 GMT 2025

PRIMARY

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SMILES

InChI

DescriptionSources: https://adisinsight.springer.com/drugs/800036373 | https://www.allergan.com/news/news/thomson-reuters/allergan-announces-fda-acceptance-of-new-drug-appl | http://indexsmart.mirasmart.com/AAN2019/PDFfiles/AAN2019-001191.pdf

Originator

Approval Year

Cmax

AUC

T1/2

Doses

AEs

Overview

OverviewOther

Drug as perpetrator​

Drug as victim

Tox targets

Sourcing

PubMed

Patents

Sample Use Guides

Description
Sources: https://adisinsight.springer.com/drugs/800036373 | https://www.allergan.com/news/news/thomson-reuters/allergan-announces-fda-acceptance-of-new-drug-appl | http://indexsmart.mirasmart.com/AAN2019/PDFfiles/AAN2019-001191.pdf

C_max

T_1/2

Drug as perpetrator