ID: ALA3088088

Max Phase: Preclinical

Molecular Formula: C29H39NO3

Molecular Weight: 449.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  C[C@]12CC[C@]3(CN[C@H](Cc4ccccc4)C(=O)O3)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12

Standard InChI:  InChI=1S/C29H39NO3/c1-27-14-15-29(18-30-24(26(32)33-29)16-19-6-4-3-5-7-19)17-20(27)8-9-21-22-10-11-25(31)28(22,2)13-12-23(21)27/h3-7,20-24,30H,8-18H2,1-2H3/t20-,21-,22-,23-,24+,27-,28-,29+/m0/s1

Standard InChI Key:  OVBVPGFTBBLZOR-YDVSMVCOSA-N

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

Properties

Molecular Weight: 449.64

Molecular Weight (Monoisotopic): 449.2930

AlogP: 5.09

#Rotatable Bonds: 2

Polar Surface Area: 55.40

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 5.44

CX LogP: 5.69

CX LogD: 5.69

Aromatic Rings: 1

Heavy Atoms: 33

QED Weighted: 0.64

Np Likeness Score: 1.76

References

1. Djigoué GB, Kenmogne LC, Roy J, Poirier D..  (2013)  Synthesis of 3-spiromorpholinone androsterone derivatives as inhibitors of 17β-hydroxysteroid dehydrogenase type 3.,  23  (23): [PMID:24144853] [10.1016/j.bmcl.2013.09.072]

2. Djigoué GB, Kenmogne LC, Roy J, Maltais R, Poirier D..  (2015)  Design, chemical synthesis and biological evaluation of 3-spiromorpholinone/3-spirocarbamate androsterone derivatives as inhibitors of 17β-hydroxysteroid dehydrogenase type 3.,  23  (17): [PMID:26277760] [10.1016/j.bmc.2015.07.049]

Source

Source(1):

• Scientific Literature