13-chloro-15-methyl-(13R,14R)-tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-5,14-diol

ID: ALA1627336

Chembl Id: CHEMBL1627336

PubChem CID: 53316485

Max Phase: Preclinical

Molecular Formula: C18H23ClO2

Molecular Weight: 306.83

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](Cl)[C@@H]2O

Standard InChI:  InChI=1S/C18H23ClO2/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:  ZVXBOMPWDDRKPP-ZXXIGWHRSA-N

Alternative Forms

1. Parent:

   

   ALA1627336

   (8R,9S,13S,14S,16R,17R)-16-chloro-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

Molecule Features

Natural Product: Yes

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: 306.83

Molecular Weight (Monoisotopic): 306.1387

AlogP: 3.83

#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: 4.03

CX LogD: 4.02

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.72

Np Likeness Score: 2.07

References

1. Heiman DF, Senderoff SG, Katzenellenbogen JA, Neeley RJ..  (1980)  Estrogen receptor based imaging agents. 1. Synthesis and receptor binding affinity of some aromatic and D-ring halogenated estrogens.,  23  (9): [PMID:7411555] [10.1021/jm00183a007]

2. Levesque C, Merand Y, Dufour JM, Labrie C, Labrie F..  (1991)  Synthesis and biological activity of new halo-steroidal antiestrogens.,  34  (5): [PMID:2033587] [10.1021/jm00109a014]

Source

Source(1):

• Scientific Literature