US8575375, C-8

ID: ALA3640618

Chembl Id: CHEMBL3640618

PubChem CID: 58227081

Max Phase: Preclinical

Molecular Formula: C27H40N2O3

Molecular Weight: 440.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc([C@H]2C[C@@]3(C)C(CC[C@@H]3[N+](=O)[O-])C3CC[C@H]4C[C@](C)(O)CCC4C32)cc1

Standard InChI:  InChI=1S/C27H40N2O3/c1-26(30)14-13-20-18(15-26)7-10-21-23-11-12-24(29(31)32)27(23,2)16-22(25(20)21)17-5-8-19(9-6-17)28(3)4/h5-6,8-9,18,20-25,30H,7,10-16H2,1-4H3/t18-,20?,21?,22+,23?,24-,25?,26+,27-/m0/s1

Standard InChI Key:  LMFXDBRFRKVFFT-WSNQEUFISA-N

Alternative Forms

1. Parent:

   

   ALA3640618

   (3R,5S,11S,13S,17S)-11-[4-(dimethylamino)phenyl]-3,13-dimethyl-17-nitro-2,4,5,6,7,8,9,10,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol

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: 440.63

Molecular Weight (Monoisotopic): 440.3039

AlogP: 5.50

#Rotatable Bonds: 3

Polar Surface Area: 66.61

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.46

CX Basic pKa: 5.26

CX LogP: 5.26

CX LogD: 5.25

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: 1.04

References

1.  (2013)  Androstane and pregnane steroids with potent allosteric GABA receptor chloride ionophore modulating properties, 

Source

Source(1):

• BindingDB Database