3-Benzyloxy-17-glutaroyloxy-16,17-secoestra-1,3,5(10)-triene-16-nitrile

ID: ALA2260510

Chembl Id: CHEMBL2260510

Cas Number: 258277-00-8

PubChem CID: 76319279

Max Phase: Preclinical

Molecular Formula: C30H35NO5

Molecular Weight: 489.61

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C30H35NO5/c1-30(20-36-29(34)9-5-8-28(32)33)16-14-25-24-13-11-23(35-19-21-6-3-2-4-7-21)18-22(24)10-12-26(25)27(30)15-17-31/h2-4,6-7,11,13,18,25-27H,5,8-10,12,14-16,19-20H2,1H3,(H,32,33)/t25-,26-,27+,30-/m1/s1

Standard InChI Key:  HLOVDOBVOZUFNF-KMFVSHEXSA-N

Alternative Forms

1. Parent:

   

   ALA2260510

   1-[[(1S,2S,4aS,10aR)-1-(Cyanomethyl)-1,2,3,4,4a,9,10,10a-octahydro-2-methyl-7-(phenylmethoxy)-2-phenanthrenyl]methyl] pentanedioate

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: 489.61

Molecular Weight (Monoisotopic): 489.2515

AlogP: 6.04

#Rotatable Bonds: 10

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: 4.17

CX Basic pKa: ┄

CX LogP: 5.48

CX LogD: 2.42

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.41

Np Likeness Score: 0.72

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