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

ID: ALA1078004

Chembl Id: CHEMBL1078004

PubChem CID: 46882683

Max Phase: Preclinical

Molecular Formula: C24H37NO3

Molecular Weight: 387.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@@]2(CC[C@H]3[C@@H]4CC[C@H]5NC(=O)CC[C@]5(C)[C@H]4CC[C@@]32C)OC1=O

Standard InChI:  InChI=1S/C24H37NO3/c1-21(2)13-14-24(28-20(21)27)12-8-17-15-5-6-18-22(3,10-9-19(26)25-18)16(15)7-11-23(17,24)4/h15-18H,5-14H2,1-4H3,(H,25,26)/t15-,16+,17+,18-,22-,23+,24-/m1/s1

Standard InChI Key:  LILBQFQQVONQAR-BCJWUURHSA-N

Alternative Forms

1. Parent:

   

   ALA1078004

   (1R,3aS,3bR,5aR,9aR,9bS,11aS)-3',3',9a,11a-tetramethylspiro[3,3a,3b,4,5,5a,6,8,9,9b,10,11-dodecahydro-2H-indeno[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: 387.56

Molecular Weight (Monoisotopic): 387.2773

AlogP: 4.61

#Rotatable Bonds: ┄

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: 1.87

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