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

ID: ALA1627441

Chembl Id: CHEMBL1627441

PubChem CID: 383044

Max Phase: Preclinical

Molecular Formula: C21H30O3

Molecular Weight: 330.47

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)Oc1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12

Standard InChI:  InChI=1S/C21H30O3/c1-12(2)24-19-11-16-13(10-18(19)22)4-5-15-14(16)8-9-21(3)17(15)6-7-20(21)23/h10-12,14-15,17,20,22-23H,4-9H2,1-3H3/t14-,15+,17-,20-,21-/m0/s1

Standard InChI Key:  BWTGOMPFSKXALJ-PVHGPHFFSA-N

Alternative Forms

1. Parent:

   

   ALA1627441

   2-i-Propoxyestradiol

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: 330.47

Molecular Weight (Monoisotopic): 330.2195

AlogP: 4.40

#Rotatable Bonds: 2

Polar Surface Area: 49.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.27

CX Basic pKa: ┄

CX LogP: 4.36

CX LogD: 4.36

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.84

Np Likeness Score: 1.77

References

1. Cushman M, He HM, Katzenellenbogen JA, Lin CM, Hamel E..  (1995)  Synthesis, antitubulin and antimitotic activity, and cytotoxicity of analogs of 2-methoxyestradiol, an endogenous mammalian metabolite of estradiol that inhibits tubulin polymerization by binding to the colchicine binding site.,  38  (12): [PMID:7783135] [10.1021/jm00012a003]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays