General Information of the Compound
Compound ID
CP0043937
Compound Name
(17beta-(N-tert-butylcarbamoyl)-4-aza-5alpha-androst-1-en-3-one
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Synonyms
(1S,3aS,3bS,5aR,9aR,9bS,11aS)-N-tert-butyl-9a,11a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,5a,6,9b,10,11-dodecahydroindeno[5,4-f]quinoline-1-carboxamide
(4aR,4bS,6aS,7S,9aS,9bS,11aR)-N-(1,1-dimethylethyl)-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(4aR,4bS,6aS,7S,9aS,9bS,11aR)-N-(tert-butyl)-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
(5alpha,17beta)-(1,1-Dimethylethyl)-3-oxo-4-azaandrost-1-ene-17-carboxamide
17beta-(N-tert-butylcarbamoyl)-4-aza-5 alpha-androst-1-en-3-one
Alternova (TN)
Andozac
Appecia (TN)
Cahill May Roberts Brand of Finasteride
Chibro Proscar
Chibro-Proscar
Eucoprost
FIT
Finalo (TN)
Finara (TN)
Finast (TN)
Finasterid (TN)
Finasterid IVAX (TN)
Finasterida
Finasterida [INN-Spanish]
Finasteride
Finasteride (USP/INN)
Finasteride [USAN:INN:BAN]
Finasteridum
Finasteridum [INN-Latin]
Finastid
Finax (TN)
Fincar (TN)
Finpecia
Finpecia (TN)
Frosst Iberica Brand of Finasteride
Gefina (TN)
KS-1058
L-652,931
Lipha Brand of Finasteride
MK 0906
MK 906
MK-0906
MK-906
MK906
MSD Brand of Finasteride
MSD Chibropharm Brand of Finasteride
Merck Brand 1 of Finasteride
Merck Brand 2 of Finasteride
Merck Frosst Brand 1 of Finasteride
Merck Frosst Brand 2 of Finasteride
Merck Sharp & Dhome Brand 2 of Finasteride
Merck Sharp & Dohme Brand 1 of Finasteride
N-(2-Methyl-2-propyl)-3-oxo-4-aza-5-alpha-androst-1-ene-17-beta-carboxamide
N-(2-methyl-2-propyl)-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide
N-tert-Butyl-3-oxo-4-aza-5alpha-androst-1-en-17beta-carboxamide
N-tert-Butyl-3-oxo-4-aza-5alpha-androst-1-ene-17beta-carboxamide
Propecia
Propecia (TN)
Propeshia
Proscar
Proscar (TN)
Proscar, Propecia, Finasteride
Prosteride (TN)
Prostide
YM-152
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Structure
Formula
C23H36N2O2
Molecular Weight
372.553
Canonical SMILES
CC(C)(C)NC(=O)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4NC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C
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InChI
InChI=1S/C23H36N2O2/c1-21(2,3)25-20(27)17-8-7-15-14-6-9-18-23(5,13-11-19(26)24-18)16(14)10-12-22(15,17)4/h11,13-18H,6-10,12H2,1-5H3,(H,24,26)(H,25,27)/t14-,15-,16-,17+,18+,22-,23+/m0/s1
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InChIKey
DBEPLOCGEIEOCV-WSBQPABSSA-N
CAS
98319-26-7
Physicochemical Property
logP
3.8145
Rotatable Bonds
1
Heavy Atom Count
27
Polar Areas
58.2
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Complexity
27

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 57363
SID: 12014292
ChEMBL ID
CHEMBL710
DrugBank ID
DB01216
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT01430, 3-oxo-5-alpha-steroid 4-dehydrogenase 1
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000119 DU145 Homo sapiens (Human)  2
1
IC50 = 26.3 nM
   TI
   LI
   LO
   TS
2
IC50 = 40 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  3
1
IC50 = 218 nM
   TI
   LI
   LO
   TS
2
IC50 = 453 nM
   TI
   LI
   LO
   TS
3
IC50 = 540 nM
   TI
   LI
   LO
   TS
CL000011 CHO Cricetulus griseus (Chinese hamster)  1
1
Ki = 366 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 = 52 nM
2 IC50 = 150 nM
3 IC50 = 500 nM
4 Ki = 100 nM
5 Ki = 150 nM
Protein ID: PT01489, 3-oxo-5-alpha-steroid 4-dehydrogenase 2
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000420 SW13 Homo sapiens (Human)  2
1
IC50 = 4.53 nM
   TI
   LI
   LO
   TS
2
IC50 = 8.47 nM
   TI
   LI
   LO
   TS
CL000006 HEK293 Homo sapiens (Human)  3
1
IC50 = 30.3 nM
   TI
   LI
   LO
   TS
2
IC50 = 40 nM
   TI
   LI
   LO
   TS
3
IC50 = 60 nM
   TI
   LI
   LO
   TS
CL000119 DU145 Homo sapiens (Human)  1
1
IC50 = 42 nM
   TI
   LI
   LO
   TS
Biochemical Assays
1 IC50 < 0.1 nM
2 IC50 = 0.18 nM
3 IC50 = 3 nM
4 IC50 = 4.2 nM
5 IC50 = 5 nM
6 IC50 = 8.5 nM
7 IC50 = 10 nM
8 IC50 = 58 nM
9 Ki = 2 nM
Protein ID: PT05334, ATP-binding cassette sub-family C member 4
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 51000 nM
   TI
   LI
   LO
   TS
Protein ID: PT04542, Bile salt export pump
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 28200 nM
   TI
   LI
   LO
   TS
Protein ID: PT01049, Cytochrome P450 2C19
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 1000 nM
   TI
   LI
   LO
   TS
Protein ID: PT00905, Cytochrome P450 2C9
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000023 BTI-Tn-5B1-4 Trichoplusia ni (Cabbage looper)  1
1
IC50 = 2000 nM
   TI
   LI
   LO
   TS
Protein ID: PT06109, Geminin
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000015 SW480 Homo sapiens (Human)  1
1
Potency ~ 28183.8 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Finasteride )
Drug Name Finasteride
Company Merck
Indication
Benign prostatic hyperplasia
Approved
Target(s)
Steroid 5-alpha-reductase 2 (SRD5A2)
Inhibitor