Bromo-acetic acid 4-(3,17-dihydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl)-but-3-ynyl ester

ID: ALA1627533

Chembl Id: CHEMBL1627533

PubChem CID: 10479410

Max Phase: Preclinical

Molecular Formula: C24H29BrO4

Molecular Weight: 461.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]12CC[C@@H]3c4ccc(O)cc4CC[C@H]3[C@@H]1CC[C@@]2(O)C#CCCOC(=O)CBr

Standard InChI:  InChI=1S/C24H29BrO4/c1-23-11-8-19-18-7-5-17(26)14-16(18)4-6-20(19)21(23)9-12-24(23,28)10-2-3-13-29-22(27)15-25/h5,7,14,19-21,26,28H,3-4,6,8-9,11-13,15H2,1H3/t19-,20-,21+,23+,24+/m1/s1

Standard InChI Key:  PNFATSCOKFXMOP-LBQHQWNISA-N

Alternative Forms

1. Parent:

   

   ALA1627533

   4-[(8R,9S,13S,14S,17S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]but-3-ynyl 2-bromoacetate

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: 461.40

Molecular Weight (Monoisotopic): 460.1249

AlogP: 4.31

#Rotatable Bonds: 3

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.33

CX Basic pKa: ┄

CX LogP: 4.91

CX LogD: 4.91

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.30

Np Likeness Score: 1.46

References

1. el Garrouj D, Aumelas A, Borgna JL..  (1993)  Steroidal affinity labels of the estrogen receptor. 1. 17 alpha-(Bromoacetoxy)alkyl/alkynylestradiols.,  36  (20): [PMID:8411015] [10.1021/jm00072a018]

Source

Source(1):

• Scientific Literature