8-(4-Fluoro-phenyl)-6b-(2-hydroxy-acetyl)-6a,8-dimethyl-3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-tetradecahydro-7,9-dioxa-pentaleno[2,1-a]phenanthren-2-one

ID: ALA413313

Chembl Id: CHEMBL413313

PubChem CID: 44269202

Max Phase: Preclinical

Molecular Formula: C28H33FO5

Molecular Weight: 468.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(c2ccc(F)cc2)O[C@@H]2CC3C4CCC5=CC(=O)CC[C@@H]5C4CC[C@]3(C)[C@]2(C(=O)CO)O1

Standard InChI:  InChI=1S/C28H33FO5/c1-26-12-11-21-20-10-8-19(31)13-16(20)3-9-22(21)23(26)14-25-28(26,24(32)15-30)34-27(2,33-25)17-4-6-18(29)7-5-17/h4-7,13,20-23,25,30H,3,8-12,14-15H2,1-2H3/t20-,21?,22?,23?,25+,26-,27-,28+/m0/s1

Standard InChI Key:  QODLMMIYPYLOPJ-GLFWHBKXSA-N

Alternative Forms

1. Parent:

   

   ALA413313

   (4R,6S,8S,9S,13R)-6-(4-fluorophenyl)-8-(2-hydroxyacetyl)-6,9-dimethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icos-17-en-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: 468.57

Molecular Weight (Monoisotopic): 468.2312

AlogP: 4.47

#Rotatable Bonds: 3

Polar Surface Area: 72.83

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.78

CX Basic pKa: ┄

CX LogP: 4.76

CX LogD: 4.76

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.71

Np Likeness Score: 1.54

References

1. Kochanny MJ, VanBrocklin HF, Kym PR, Carlson KE, O'Neil JP, Bonasera TA, Welch MJ, Katzenellenbogen JA..  (1993)  Fluorine-18-labeled progestin ketals: synthesis and target tissue uptake selectivity of potential imaging agents for receptor-positive breast tumors.,  36  (9): [PMID:8487253] [10.1021/jm00061a002]

Source

Source(1):

• Scientific Literature