17beta-[(N-Heptyl)-2'',6''-difluorobenzamido]-4-methyl-4-aza-5alpha-androstan-3-one

ID: ALA1077532

Chembl Id: CHEMBL1077532

PubChem CID: 44596887

Max Phase: Preclinical

Molecular Formula: C33H48F2N2O2

Molecular Weight: 542.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCN(C(=O)c1c(F)cccc1F)[C@H]1CC[C@H]2[C@@H]3CC[C@H]4N(C)C(=O)CC[C@]4(C)[C@H]3CC[C@]12C

Standard InChI:  InChI=1S/C33H48F2N2O2/c1-5-6-7-8-9-21-37(31(39)30-25(34)11-10-12-26(30)35)28-16-14-23-22-13-15-27-32(2,20-18-29(38)36(27)4)24(22)17-19-33(23,28)3/h10-12,22-24,27-28H,5-9,13-21H2,1-4H3/t22-,23-,24-,27+,28-,32+,33-/m0/s1

Standard InChI Key:  AIDJQJZVMDKRAL-MHHCFFDOSA-N

Alternative Forms

1. Parent:

   

   ALA1077532

   N-[(1S,3aS,3bR,5aR,9aR,9bS,11aS)-6,9a,11a-trimethyl-7-oxo-2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydro-1H-indeno[5,4-f]quinolin-1-yl]-2,6-difluoro-N-heptylbenzamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 542.76

Molecular Weight (Monoisotopic): 542.3684

AlogP: 7.61

#Rotatable Bonds: 8

Polar Surface Area: 40.62

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 7.11

CX LogD: 7.11

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: 0.33

References

1. Bellavance E, Luu-The V, Poirier D..  (2009)  Potent and selective steroidal inhibitors of 17beta-hydroxysteroid dehydrogenase type 7, an enzyme that catalyzes the reduction of the key hormones estrone and dihydrotestosterone.,  52  (23): [PMID:19772289] [10.1021/jm900921c]

Source

Source(1):

• Scientific Literature