(8R,9S,10R,11S,13S,14S,17S)-17-(3,3-dimethylbut-1-ynyl)-17-hydroxy-11-(4-(isopropyl(methyl)amino)phenyl)-13-methyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one

ID: ALA4161754

Chembl Id: CHEMBL4161754

PubChem CID: 134415769

Max Phase: Preclinical

Molecular Formula: C34H47NO2

Molecular Weight: 501.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)N(C)c1ccc([C@H]2C[C@@]3(C)[C@@H](CC[C@@]3(O)C#CC(C)(C)C)[C@@H]3CCC4=CC(=O)CC[C@@H]4[C@H]32)cc1

Standard InChI:  InChI=1S/C34H47NO2/c1-22(2)35(7)25-11-8-23(9-12-25)29-21-33(6)30(16-17-34(33,37)19-18-32(3,4)5)28-14-10-24-20-26(36)13-15-27(24)31(28)29/h8-9,11-12,20,22,27-31,37H,10,13-17,21H2,1-7H3/t27-,28-,29+,30-,31+,33-,34+/m0/s1

Standard InChI Key:  VNLTWJIWEYPBIF-KMSLUKAPSA-N

Alternative Forms

1. Parent:

   

   ALA4161754

   ---

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: 501.76

Molecular Weight (Monoisotopic): 501.3607

AlogP: 7.15

#Rotatable Bonds: 3

Polar Surface Area: 40.54

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.85

CX Basic pKa: 5.69

CX LogP: 7.39

CX LogD: 7.38

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.45

Np Likeness Score: 0.90

References

1. Rew Y, Du X, Eksterowicz J, Zhou H, Jahchan N, Zhu L, Yan X, Kawai H, McGee LR, Medina JC, Huang T, Chen C, Zavorotinskaya T, Sutimantanapi D, Waszczuk J, Jackson E, Huang E, Ye Q, Fantin VR, Sun D..  (2018)  Discovery of a Potent and Selective Steroidal Glucocorticoid Receptor Antagonist (ORIC-101).,  61  (17): [PMID:30091920] [10.1021/acs.jmedchem.8b00743]

Source

Source(1):

• Scientific Literature