3-benzyloxy-17-succinoyloxy-16,17-secoestra-1,3,5(10)-triene-16-nitrile

ID: ALA2260508

Chembl Id: CHEMBL2260508

PubChem CID: 76308392

Max Phase: Preclinical

Molecular Formula: C29H33NO5

Molecular Weight: 475.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@]1(COC(=O)CCC(=O)O)CC[C@@H]2c3ccc(OCc4ccccc4)cc3CC[C@H]2[C@@H]1CC#N

Standard InChI:  InChI=1S/C29H33NO5/c1-29(19-35-28(33)12-11-27(31)32)15-13-24-23-10-8-22(34-18-20-5-3-2-4-6-20)17-21(23)7-9-25(24)26(29)14-16-30/h2-6,8,10,17,24-26H,7,9,11-15,18-19H2,1H3,(H,31,32)/t24-,25-,26+,29-/m1/s1

Standard InChI Key:  UZRCWDAXUKJRKD-NANFOGFDSA-N

Alternative Forms

1. Parent:

   

   ALA2260508

   4-[[(1S,2S,4aS,10aR)-1-(cyanomethyl)-2-methyl-7-phenylmethoxy-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-yl]methoxy]-4-oxobutanoic acid

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: 475.59

Molecular Weight (Monoisotopic): 475.2359

AlogP: 5.65

#Rotatable Bonds: 9

Polar Surface Area: 96.62

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.95

CX Basic pKa: ┄

CX LogP: 5.03

CX LogD: 1.85

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.47

Np Likeness Score: 0.70

References

1. Jovanovic-Santa SS, Andric S, Andric N, Bogdanovic G, Petrovic JA.  (2011)  Evaluation of biological activity of new hemiesters of 17-hydroxy-16,17-secoestra-1,3,5(10)-triene-16-nitrile,  20  (7): [10.1007/s00044-010-9442-y]

Source

Source(1):

• Scientific Literature