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

ID: ALA1627847

Chembl Id: CHEMBL1627847

Cas Number: 84693-92-5

PubChem CID: 67101

Max Phase: Preclinical

Molecular Formula: C18H23FO2

Molecular Weight: 290.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1C[C@H](F)[C@@H]2O

Standard InChI:  InChI=1S/C18H23FO2/c1-18-7-6-13-12-5-3-11(20)8-10(12)2-4-14(13)15(18)9-16(19)17(18)21/h3,5,8,13-17,20-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16+,17+,18+/m1/s1

Standard InChI Key:  KDLLNMRYZGUVMA-ZMSHIADSSA-N

Alternative Forms

1. Parent:

   

   ALA1627847

   16beta-Fluoroestradiol

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: 290.38

Molecular Weight (Monoisotopic): 290.1682

AlogP: 3.56

#Rotatable Bonds: ┄

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: 10.33

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.77

Np Likeness Score: 1.91

References

1. VanBrocklin HF, Carlson KE, Katzenellenbogen JA, Welch MJ..  (1993)  16 beta-([18F]fluoro)estrogens: systematic investigation of a new series of fluorine-18-labeled estrogens as potential imaging agents for estrogen-receptor-positive breast tumors.,  36  (11): [PMID:7684451] [10.1021/jm00063a012]

2. Liu A, Carlson KE, Katzenellenbogen JA..  (1992)  Synthesis of high affinity fluorine-substituted ligands for the androgen receptor. Potential agents for imaging prostatic cancer by positron emission tomography.,  35  (11): [PMID:1597861] [10.1021/jm00089a024]

Source

Source(1):

• Scientific Literature