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Details

Stereochemistry ACHIRAL
Molecular Formula C19H26N2O3
Molecular Weight 330.4213
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASP-9521

SMILES

COC1=CC=C2NC(=CC2=C1)C(=O)N3CCC(CC(C)(C)O)CC3

InChI

InChIKey=OXSCPDKUZWPWFR-UHFFFAOYSA-N
InChI=1S/C19H26N2O3/c1-19(2,23)12-13-6-8-21(9-7-13)18(22)17-11-14-10-15(24-3)4-5-16(14)20-17/h4-5,10-11,13,20,23H,6-9,12H2,1-3H3

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P42330|||Q9UII3
Gene ID: 8644.0
Gene Symbol: AKR1C3
Target Organism: Homo sapiens (Human)
11.0 nM [IC50]
Name Type Language
ASP-9521
Common Name English
(4-(2-HYDROXY-2-METHYLPROPYL)-1-PIPERIDINYL)(5-METHOXY-1H-INDOL-2-YL)METHANONE
Systematic Name English
ASP 9521
Code English
METHANONE, (4-(2-HYDROXY-2-METHYLPROPYL)-1-PIPERIDINYL)(5-METHOXY-1H-INDOL-2-YL)-
Systematic Name English
Code System Code Type Description
SMS_ID
300000042376
Created by admin on Sat Dec 16 18:55:26 GMT 2023 , Edited by admin on Sat Dec 16 18:55:26 GMT 2023
PRIMARY
PUBCHEM
25210792
Created by admin on Sat Dec 16 18:55:26 GMT 2023 , Edited by admin on Sat Dec 16 18:55:26 GMT 2023
PRIMARY
FDA UNII
AA79G37CPR
Created by admin on Sat Dec 16 18:55:26 GMT 2023 , Edited by admin on Sat Dec 16 18:55:26 GMT 2023
PRIMARY
MANUFACTURER PRODUCT INFORMATION
ASP-9521
Created by admin on Sat Dec 16 18:55:26 GMT 2023 , Edited by admin on Sat Dec 16 18:55:26 GMT 2023
PRIMARY MedKoo CAT NO: 205818; CAS NO: 1126084-37-4; Description: ASP9521 is a novel, selective, orally bioavailable inhibitor of 17.BETA.-hydroxysteroid dehydrogenase type 5 (17.BETA.HSD5AKR1C3). ASP9521 has demonstrated anti-tumour activity in in vitro and in vivo preclinical models. ASP9521 inhibited conversion of androstenedione (AD) into testosterone (T) by recombinant human or cynomolgus monkey AKR1C3 in a concentration-dependent manner (IC50,human: 11 nmol/L - IC50,monkey: 49 nmol/L). ASP9521 showed >100-fold selectivity for AKR1C3 over the isoform AKR1C2. In LNCaP-AKR1C3 cells, ASP9521 suppressed AD-dependent PSA production and cell proliferation. In patients with mCRPC, ASP9521 demonstrated dose-proportional increase in exposure over the doses evaluated, with an acceptable safety and tolerability profile. However, the novel androgen biosynthesis inhibitor showed no relevant evidence of clinical activity. (Last update: 11/18/2015).
NCI_THESAURUS
C133224
Created by admin on Sat Dec 16 18:55:26 GMT 2023 , Edited by admin on Sat Dec 16 18:55:26 GMT 2023
PRIMARY
CAS
1126084-37-4
Created by admin on Sat Dec 16 18:55:26 GMT 2023 , Edited by admin on Sat Dec 16 18:55:26 GMT 2023
PRIMARY