U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H23N9O.C2H4O2
Molecular Weight 453.4976
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRT-062607 ACETATE

SMILES

CC(O)=O.N[C@H]1CCCC[C@H]1NC2=NC=C(C(N)=O)C(NC3=CC=CC(=C3)N4N=CC=N4)=N2

InChI

InChIKey=ISHXQLKRUSVKDD-IDVLALEDSA-N
InChI=1S/C19H23N9O.C2H4O2/c20-15-6-1-2-7-16(15)26-19-22-11-14(17(21)29)18(27-19)25-12-4-3-5-13(10-12)28-23-8-9-24-28;1-2(3)4/h3-5,8-11,15-16H,1-2,6-7,20H2,(H2,21,29)(H2,22,25,26,27);1H3,(H,3,4)/t15-,16+;/m0./s1

HIDE SMILES / InChI
Molecular Formula C2H4O2
Molecular Weight 60.052
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C19H23N9O
Molecular Weight 393.4456
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/22040680 | https://www.ncbi.nlm.nih.gov/pubmed/27406873

PRT062607 (BIIB-057; P 50515 PRT-2607; PRT062607) is a highly specific and potent inhibitor of spleen tyrosine kinase (Syk). PRT062607 (BIIB-057) has a desirable pharmacokinetics profile and is capable of safely, potently, and selectively suppressing SYK kinase function in humans following once-daily oral dosing. The compound is being evaluated for the treatment of chronic inflammatory diseases; including rheumatoid arthritis, systemic lupus erythematosus, non-Hodgkin's lymphoma and chronic lymphocytic leukaemia. Phase I development is underway in the US and the UK for the treatment of patients with inflammation and cancer. Phase I development is also being conducted in rheumatoid arthritis and systemic lupus erythematosus, presumably in the US.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 1.0 nM [IC50]
Inhibitor
8297
 81.0 nM [IC50]
Inhibitor
8297
 88.0 nM [IC50]
Inhibitor
8297
 123.0 nM [IC50]
Inhibitor
8297
 139.0 nM [IC50]
Inhibitor
8297
 1.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase II
1132
Unknown

Approved Use

Unknown
Primary
Phase I
428
Unknown

Approved Use

Unknown
Primary
Phase I
428
Unknown

Approved Use

Unknown
Primary
Phase I
428
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
557 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/27406873
110 mg 1 times / day steady-state, oral
dose: 110 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PRT062607 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
996 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/27406873
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRT062607 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
8487 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/27406873
110 mg 1 times / day steady-state, oral
dose: 110 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PRT062607 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
22300 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/27406873
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRT062607 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
75.3 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/27406873
110 mg 1 times / day steady-state, oral
dose: 110 mg
route of administration: Oral
experiment type: STEADY-STATE
co-administered:
PRT062607 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
65.1 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/27406873
400 mg single, oral
dose: 400 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
PRT062607 plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
400 mg single, oral
Highest studied dose
Dose: 400 mg
Route: oral
Route: single
Dose: 400 mg
Sources:
https://pubmed.ncbi.nlm.nih.gov/27406873
Page: p.203
healthy, ADULT
n = 6
Health Status: healthy
Age Group: ADULT
Sex: unknown
Food Status: UNKNOWN
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/27406873
Page: p.203
Sources:
https://pubmed.ncbi.nlm.nih.gov/27406873
Page: p.203
110 mg 1 times / day steady-state, oral
Studied dose
Dose: 110 mg, 1 times / day
Route: oral
Route: steady-state
Dose: 110 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27406873
Page: p.204
healthy, ADULT
n = 6
Health Status: healthy
Age Group: ADULT
Sex: unknown
Food Status: UNKNOWN
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/27406873
Page: p.204
Sources:
https://pubmed.ncbi.nlm.nih.gov/27406873
Page: p.204
PubMed

PubMed

TitleDatePubMed
Patents

Patents

20100048567
2
20120101275
2
20120130073
2
20130165431
2

Sample Use Guides

In Vivo Use Guide
Curator's Comment: PRT062607 (BIIB-057) has a desirable pharmacokinetics profile and is capable of safely, potently, and selectively suppressing SYK kinase function in humans following once-daily oral dosing.
Unknown
Route of Administration: Oral
In Vitro Use Guide
BIIB-057 (P505-15) potently inhibited B cell antigen receptor-mediated B cell signaling and activation (IC50 0.27 and 0.28 uM, respectively) and Fcε receptor 1-mediated basophil degranulation (IC50 0.15 uM). Similar levels of ex vivo inhibition were measured after dosing in mice (Syk signaling IC50 0.32 uM).
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:51:11 GMT 2023
Edited
by admin
on Fri Dec 15 19:51:11 GMT 2023
Record UNII
JH537F8103
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRT-062607 ACETATE
Code English
5-PYRIMIDINECARBOXAMIDE, 2-(((1R,2S)-2-AMINOCYCLOHEXYL)AMINO)-4-((3-(2H-1,2,3-TRIAZOL-2-YL)PHENYL)AMINO)-, ACETATE (1:1)
Systematic Name English
Code System Code Type Description
CAS
1370261-98-5
Created by admin on Fri Dec 15 19:51:11 GMT 2023 , Edited by admin on Fri Dec 15 19:51:11 GMT 2023
PRIMARY
FDA UNII
JH537F8103
Created by admin on Fri Dec 15 19:51:11 GMT 2023 , Edited by admin on Fri Dec 15 19:51:11 GMT 2023
PRIMARY
PUBCHEM
56948400
Created by admin on Fri Dec 15 19:51:11 GMT 2023 , Edited by admin on Fri Dec 15 19:51:11 GMT 2023
PRIMARY
Related Record Type Details
Structure of PRT-062607
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of PRT-062607
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966