(4aS,4bR,5S,6aS,6bR,9aR)-4b-Fluoro-5-hydroxy-4a,6a,8,8-tetramethyl-6b-methylsulfanyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-2-one

ID: ALA357651

Chembl Id: CHEMBL357651

PubChem CID: 44363307

Max Phase: Preclinical

Molecular Formula: C23H31FO4S

Molecular Weight: 422.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CS[C@@]12OC(C)(C)O[C@@H]1CC1C3CCC4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@@]12C

Standard InChI:  InChI=1S/C23H31FO4S/c1-19(2)27-18-11-16-15-7-6-13-10-14(25)8-9-20(13,3)22(15,24)17(26)12-21(16,4)23(18,28-19)29-5/h8-10,15-18,26H,6-7,11-12H2,1-5H3/t15?,16?,17-,18+,20-,21-,22-,23-/m0/s1

Standard InChI Key:  GLOCMASIJFEJLP-JEZNCBQNSA-N

Alternative Forms

1. Parent:

   

   ALA357651

   (4R,8R,9S,11S,12R,13S)-12-fluoro-11-hydroxy-6,6,9,13-tetramethyl-8-methylsulfanyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one

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: 422.56

Molecular Weight (Monoisotopic): 422.1927

AlogP: 4.18

#Rotatable Bonds: 1

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.64

CX Basic pKa: ┄

CX LogP: 3.97

CX LogD: 3.97

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.69

Np Likeness Score: 2.10

References

1. Ashton MJ, Lawrence C, Karlsson JA, Stuttle KA, Newton CG, Vacher BY, Webber S, Withnall MJ..  (1996)  Anti-inflammatory 17beta-thioalkyl-16alpha,17alpha-ketal and -acetal androstanes: a new class of airway selective steroids for the treatment of asthma.,  39  (25): [PMID:8960547] [10.1021/jm9604639]

Source

Source(1):

• Scientific Literature