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

ID: ALA2260507

Chembl Id: CHEMBL2260507

PubChem CID: 76319278

Max Phase: Preclinical

Molecular Formula: C23H29NO5

Molecular Weight: 399.49

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H29NO5/c1-23(14-29-22(28)4-2-3-21(26)27)11-9-18-17-8-6-16(25)13-15(17)5-7-19(18)20(23)10-12-24/h6,8,13,18-20,25H,2-5,7,9-11,14H2,1H3,(H,26,27)/t18-,19-,20+,23-/m1/s1

Standard InChI Key:  ROKSQMRQLLIFEQ-ISHFTEKXSA-N

Alternative Forms

1. Parent:

   

   ALA2260507

   5-[[(1S,2S,4aS,10aR)-1-(cyanomethyl)-7-hydroxy-2-methyl-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-yl]methoxy]-5-oxopentanoic 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: 399.49

Molecular Weight (Monoisotopic): 399.2046

AlogP: 4.17

#Rotatable Bonds: 7

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: 4.17

CX Basic pKa: ┄

CX LogP: 3.61

CX LogD: 0.55

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.67

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