(11R,13S,17R)-17-((Z)-2-Iodo-vinyl)-13-methyl-11-vinyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diol

ID: ALA1627638

Chembl Id: CHEMBL1627638

PubChem CID: 10575527

Max Phase: Preclinical

Molecular Formula: C22H27IO2

Molecular Weight: 450.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C[C@H]1C[C@@]2(C)[C@@H](CC[C@@]2(O)/C=C\I)[C@@H]2CCc3cc(O)ccc3[C@H]21

Standard InChI:  InChI=1S/C22H27IO2/c1-3-14-13-21(2)19(8-9-22(21,25)10-11-23)18-6-4-15-12-16(24)5-7-17(15)20(14)18/h3,5,7,10-12,14,18-20,24-25H,1,4,6,8-9,13H2,2H3/b11-10-/t14-,18-,19-,20+,21-,22+/m0/s1

Standard InChI Key:  JHGQPAXFBGDNDF-XITZMQDRSA-N

Alternative Forms

1. Parent:

   

   ALA1627638

   (8S,9S,11R,13S,14S,17R)-11-ethenyl-17-[(Z)-2-iodoethenyl]-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-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: 450.36

Molecular Weight (Monoisotopic): 450.1056

AlogP: 5.34

#Rotatable Bonds: 2

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 10.30

CX Basic pKa: ┄

CX LogP: 5.39

CX LogD: 5.39

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.47

Np Likeness Score: 1.74

References

1. Hanson RN, Napolitano E, Fiaschi R..  (1998)  Synthesis and evaluation of 11beta-substituted 21-chloro/iodo-(17alpha,20E/Z)-19-norpregna-1,3,5(10),20-te traene-3, 17beta-diols: high-affinity ligands for the estrogen receptor.,  41  (24): [PMID:9822539] [10.1021/jm9801051]

Source

Source(1):

• Scientific Literature