(4aS,8R,10aS,12aS)-4b-Fluoro-5-hydroxy-6b-((1S,2R)-2-(S)-hydroxy-acetyl)-4a,6a-dimethyl-8-(S)-methyl-8-(S)-phenyl-4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-dodecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-2-one

ID: ALA3273978

Chembl Id: CHEMBL3273978

PubChem CID: 90678389

Max Phase: Preclinical

Molecular Formula: C29H33FO6

Molecular Weight: 496.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(c2ccccc2)O[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(C(=O)CO)O1

Standard InChI:  InChI=1S/C29H33FO6/c1-25-12-11-19(32)13-18(25)9-10-20-21-14-24-29(23(34)16-31,26(21,2)15-22(33)28(20,25)30)36-27(3,35-24)17-7-5-4-6-8-17/h4-8,11-13,20-22,24,31,33H,9-10,14-16H2,1-3H3/t20-,21-,22-,24+,25-,26-,27-,28-,29+/m0/s1

Standard InChI Key:  HCKFPALGXKOOBK-VARPQBCJSA-N

Alternative Forms

1. Parent:

   

   ALA3273978

   (1S,2S,4R,6S,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,9,13-trimethyl-6-phenyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one

Molecule Features

Natural Product: Yes

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: 496.58

Molecular Weight (Monoisotopic): 496.2261

AlogP: 3.56

#Rotatable Bonds: 3

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.40

CX Basic pKa: ┄

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 1

Heavy Atoms: 36

QED Weighted: 0.66

Np Likeness Score: 1.83

References

1. El Masry AH, Braun VC, Nielsen CJ, Pratt WB..  (1977)  Synthesis and biological action of two glucocorticoid alkylating agents.,  20  (9): [PMID:926113] [10.1021/jm00219a005]

Source

Source(1):

• Scientific Literature