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

ID: ALA2260506

Chembl Id: CHEMBL2260506

PubChem CID: 76326477

Max Phase: Preclinical

Molecular Formula: C22H27NO5

Molecular Weight: 385.46

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H27NO5/c1-22(13-28-21(27)7-6-20(25)26)10-8-17-16-5-3-15(24)12-14(16)2-4-18(17)19(22)9-11-23/h3,5,12,17-19,24H,2,4,6-10,13H2,1H3,(H,25,26)/t17-,18-,19+,22-/m1/s1

Standard InChI Key:  VFXSNZMPBYYQLR-NXWNEQKCSA-N

Alternative Forms

1. Parent:

   

   ALA2260506

   4-[[(1S,2S,4aS,10aR)-1-(cyanomethyl)-7-hydroxy-2-methyl-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: 385.46

Molecular Weight (Monoisotopic): 385.1889

AlogP: 3.78

#Rotatable Bonds: 6

Polar Surface Area: 107.62

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.95

CX Basic pKa: ┄

CX LogP: 3.16

CX LogD: -0.02

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.72

Np Likeness Score: 1.36

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