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

ID: ALA2112857

Chembl Id: CHEMBL2112857

PubChem CID: 10502980

Max Phase: Preclinical

Molecular Formula: C24H31FO4S

Molecular Weight: 434.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C/[C@@H]1O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@]2(SC)O1

Standard InChI:  InChI=1S/C24H31FO4S/c1-5-6-20-28-19-12-17-16-8-7-14-11-15(26)9-10-21(14,2)23(16,25)18(27)13-22(17,3)24(19,29-20)30-4/h5-6,9-11,16-20,27H,7-8,12-13H2,1-4H3/b6-5+/t16-,17-,18-,19+,20+,21-,22-,23-,24-/m0/s1

Standard InChI Key:  RYPUBAAPYASYPL-DITUQHFESA-N

Alternative Forms

1. Parent:

   

   ALA2112857

   (1S,2S,4R,6R,8R,9S,11S,12R,13S)-12-fluoro-11-hydroxy-9,13-dimethyl-8-methylsulfanyl-6-[(E)-prop-1-enyl]-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: 434.57

Molecular Weight (Monoisotopic): 434.1927

AlogP: 4.34

#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: 13.64

CX Basic pKa: ┄

CX LogP: 4.82

CX LogD: 4.82

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.66

Np Likeness Score: 2.14

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