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

Details

Stereochemistry ACHIRAL
Molecular Formula C25H27N9.2BrH.2H2O
Molecular Weight 651.397
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0
Stereo Comments Substituted ring

SHOW SMILES / InChI
Structure of UM-171 DIHYDROBROMIDE DIHYDRATE

SMILES

O.O.Br.Br.CN1N=NC(=N1)C2=CC3=C(C=C2)C4=C(N[C@H]5CC[C@H](N)CC5)N=C(CC6=CC=CC=C6)N=C4N3

InChI

InChIKey=LTZREELAANPAIQ-ZCPXLSQTSA-N
InChI=1S/C25H27N9.2BrH.2H2O/c1-34-32-23(31-33-34)16-7-12-19-20(14-16)28-25-22(19)24(27-18-10-8-17(26)9-11-18)29-21(30-25)13-15-5-3-2-4-6-15;;;;/h2-7,12,14,17-18H,8-11,13,26H2,1H3,(H2,27,28,29,30);2*1H;2*1H2/t17-,18-;;;;

HIDE SMILES / InChI

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Molecular Formula C25H27N9
Molecular Weight 453.5422
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 http://www.google.com/patents/WO2013110198A1 | https://www.ncbi.nlm.nih.gov/pubmed/28330619 | https://www.ncbi.nlm.nih.gov/pubmed/27337543 | https://clinicaltrials.gov/ct2/show/study/NCT02668315

UM171 is a potent agonist of human hematopoietic stem cell renewal, independently of AhR suppression. UM171 act differently than other small molecule stimulators of hematopoiesis, such as the aryl hydrocarbon receptor (AhR) antagonist StemRegenin 1 (SR1). Addition of UM171 to cultures containing SR1 and cytokines further enhances the ex vivo expansion of normal HSCs, including CD34+ cells.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Gram-Scale Laboratory Synthesis of UM171, a Potent Agonist of Human Hematopoietic Stem Cell Self-Renewal.
2016 Nov 4
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
CD34+ cells isolated from cord blood (CB) were cultured in a fed-batch (FB) system for 12 days in the presence of cytokines and UM171 [35 nM], SR1 [750 nM] or the combination of both UM171 [35 nM] and SR1 [500 nM].
Substance Class Chemical
Created
by admin
on Sat Dec 16 14:24:57 GMT 2023
Edited
by admin
on Sat Dec 16 14:24:57 GMT 2023
Record UNII
9VB5UBJ45H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
UM-171 DIHYDROBROMIDE DIHYDRATE
Code English
((1R, 4R)-N1-(2-BENZYL-7-(2-METHYL-2H-TETRAZOL-5-YL)-9H-PYRIMIDO(4,5-B)INDOL-4-YL)CYCLOHEXANE-1,4-DIAMINE DIHYDROBROMIDE DIHYDRATE
Systematic Name English
TRANS-N1-(7-(2-METHYL-2H-TETRAZOL-5-YL)-2-(PHENYLMETHYL)-9H-PYRIMIDO(4,5-B)INDOL-4-YL)-1,4-CYCLOHEXANEDIAMINE DIHYDROBROMIDE DIHYDRATE
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 661418
Created by admin on Sat Dec 16 14:24:57 GMT 2023 , Edited by admin on Sat Dec 16 14:24:57 GMT 2023
Code System Code Type Description
FDA UNII
9VB5UBJ45H
Created by admin on Sat Dec 16 14:24:57 GMT 2023 , Edited by admin on Sat Dec 16 14:24:57 GMT 2023
PRIMARY
SMS_ID
300000009940
Created by admin on Sat Dec 16 14:24:57 GMT 2023 , Edited by admin on Sat Dec 16 14:24:57 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY