ID: ALA459541

Max Phase: Preclinical

Molecular Formula: C27H35N5O3

Molecular Weight: 477.61

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN[C@@H](C)C(=O)N[C@H]1CNCC[C@H]2CC[C@@H](C(=O)NC(c3ccccc3)c3ccccc3)N2C1=O

Standard InChI:  InChI=1S/C27H35N5O3/c1-18(28-2)25(33)30-22-17-29-16-15-21-13-14-23(32(21)27(22)35)26(34)31-24(19-9-5-3-6-10-19)20-11-7-4-8-12-20/h3-12,18,21-24,28-29H,13-17H2,1-2H3,(H,30,33)(H,31,34)/t18-,21+,22-,23-/m0/s1

Standard InChI Key:  KMHMGJITTBRABL-AWDZXFJFSA-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: 477.61

Molecular Weight (Monoisotopic): 477.2740

AlogP: 1.34

#Rotatable Bonds: 7

Polar Surface Area: 102.57

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 12.19

CX Basic pKa: 8.60

CX LogP: 1.21

CX LogD: -0.71

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.48

Np Likeness Score: -0.48

References

1. Peng Y, Sun H, Nikolovska-Coleska Z, Qiu S, Yang CY, Lu J, Cai Q, Yi H, Kang S, Yang D, Wang S..  (2008)  Potent, orally bioavailable diazabicyclic small-molecule mimetics of second mitochondria-derived activator of caspases.,  51  (24): [PMID:19049347] [10.1021/jm801254r]

2. Peng Y, Sun H, Lu J, Liu L, Cai Q, Shen R, Yang CY, Yi H, Wang S..  (2012)  Bivalent Smac mimetics with a diazabicyclic core as highly potent antagonists of XIAP and cIAP1/2 and novel anticancer agents.,  55  (1): [PMID:22148838] [10.1021/jm201072x]

Source

Source(1):

• Scientific Literature