(2'R,4aR,4bS,6aS,9aS,9bR,11aR)-1,4a,5',5',6a-pentamethylhexadecahydrospiro[indeno[5,4-f]quinoline-7,2'-pyran]-2,6'(1H,3'H)-dione

ID: ALA1078003

Chembl Id: CHEMBL1078003

PubChem CID: 46882682

Max Phase: Preclinical

Molecular Formula: C25H39NO3

Molecular Weight: 401.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1C(=O)CC[C@]2(C)[C@H]3CC[C@@]4(C)[C@@H](CC[C@@]45CCC(C)(C)C(=O)O5)[C@@H]3CC[C@@H]12

Standard InChI:  InChI=1S/C25H39NO3/c1-22(2)14-15-25(29-21(22)28)13-9-18-16-6-7-19-23(3,11-10-20(27)26(19)5)17(16)8-12-24(18,25)4/h16-19H,6-15H2,1-5H3/t16-,17+,18+,19-,23-,24+,25-/m1/s1

Standard InChI Key:  LFEBTWSCLAPHNR-ADUFETQJSA-N

Alternative Forms

1. Parent:

   

   ALA1078003

   (1R,3aS,3bR,5aR,9aR,9bS,11aS)-3',3',6,9a,11a-pentamethylspiro[2,3,3a,3b,4,5,5a,8,9,9b,10,11-dodecahydroindeno[5,4-f]quinoline-1,6'-oxane]-2',7-dione

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: 401.59

Molecular Weight (Monoisotopic): 401.2930

AlogP: 4.95

#Rotatable Bonds: ┄

Polar Surface Area: 46.61

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.51

CX LogD: 4.51

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: 1.82

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