11-Ethyl-16-fluoro-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

ID: ALA1627545

Chembl Id: CHEMBL1627545

Cas Number: 129000-39-1

PubChem CID: 67397

Max Phase: Preclinical

Molecular Formula: C20H27FO2

Molecular Weight: 318.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H]1C[C@]2(C)[C@@H](O)[C@H](F)C[C@H]2[C@@H]2CCc3cc(O)ccc3[C@@H]12

Standard InChI:  InChI=1S/C20H27FO2/c1-3-11-10-20(2)16(9-17(21)19(20)23)15-6-4-12-8-13(22)5-7-14(12)18(11)15/h5,7-8,11,15-19,22-23H,3-4,6,9-10H2,1-2H3/t11-,15-,16-,17+,18+,19-,20-/m0/s1

Standard InChI Key:  BLLQFETUFOJMGB-PVPZMVGNSA-N

Alternative Forms

1. Parent:

   

   ALA1627545

   (11beta,16alpha,17beta)-11-Ethyl-16-fluoroestra-1,3,5(10)-triene-3,17-diol

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: 318.43

Molecular Weight (Monoisotopic): 318.1995

AlogP: 4.19

#Rotatable Bonds: 1

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.31

CX Basic pKa: ┄

CX LogP: 4.29

CX LogD: 4.29

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.81

Np Likeness Score: 1.78

References

1. Pomper MG, VanBrocklin H, Thieme AM, Thomas RD, Kiesewetter DO, Carlson KE, Mathias CJ, Welch MJ, Katzenellenbogen JA..  (1990)  11 beta-methoxy-, 11 beta-ethyl- and 17 alpha-ethynyl-substituted 16 alpha-fluoroestradiols: receptor-based imaging agents with enhanced uptake efficiency and selectivity.,  33  (12): [PMID:1701833] [10.1021/jm00174a009]

2. Hanson RN, Napolitano E, Fiaschi R..  (1990)  Synthesis and estrogen receptor binding of novel 11 beta-substituted estra-1,3,5(10)-triene-3,17 beta-diols.,  33  (12): [PMID:2258901] [10.1021/jm00174a010]

Source

Source(1):

• Scientific Literature