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

ID: ALA2112850

Chembl Id: CHEMBL2112850

PubChem CID: 10813756

Max Phase: Preclinical

Molecular Formula: C23H29F3O4S

Molecular Weight: 458.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)O[C@@H]2C[C@H]3[C@@H]4C[C@H](F)C5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@]2(SCF)O1

Standard InChI:  InChI=1S/C23H29F3O4S/c1-19(2)29-18-9-13-14-8-16(25)15-7-12(27)5-6-20(15,3)22(14,26)17(28)10-21(13,4)23(18,30-19)31-11-24/h5-7,13-14,16-18,28H,8-11H2,1-4H3/t13-,14-,16-,17-,18+,20-,21-,22-,23-/m0/s1

Standard InChI Key:  FUJPJAUUBOEUNG-DDNRCTTBSA-N

Alternative Forms

1. Parent:

   

   ALA2112850

   (1S,2S,4R,8R,9S,11S,12R,13S,19S)-12,19-difluoro-8-(fluoromethylsulfanyl)-11-hydroxy-6,6,9,13-tetramethyl-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: 458.54

Molecular Weight (Monoisotopic): 458.1739

AlogP: 4.42

#Rotatable Bonds: 2

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: 13.61

CX Basic pKa: ┄

CX LogP: 3.47

CX LogD: 3.47

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.66

Np Likeness Score: 1.80

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