ID: ALA257691

Max Phase: Preclinical

Molecular Formula: C28H28N6O8

Molecular Weight: 576.57

Molecule Type: Small molecule

Representations

Canonical SMILES:  Nc1nc(N)c(CCCC(C(=O)c2nc3ccccc3o2)c2ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc2)c(=O)[nH]1

Standard InChI:  InChI=1S/C28H28N6O8/c29-23-17(25(39)34-28(30)33-23)5-3-4-16(22(37)26-32-18-6-1-2-7-20(18)42-26)14-8-10-15(11-9-14)24(38)31-19(27(40)41)12-13-21(35)36/h1-2,6-11,16,19H,3-5,12-13H2,(H,31,38)(H,35,36)(H,40,41)(H5,29,30,33,34,39)/t16?,19-/m0/s1

Standard InChI Key:  QOAXBOFTGASPCK-CVMIBEPCSA-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: 576.57

Molecular Weight (Monoisotopic): 576.1969

AlogP: 2.11

#Rotatable Bonds: 13

Polar Surface Area: 244.59

Molecular Species: ACID

HBA: 10

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.25

CX Basic pKa:

CX LogP: 1.49

CX LogD: -5.18

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.13

Np Likeness Score: -0.17

References

1. Maryanoff BE, Costanzo MJ..  (2008)  Inhibitors of proteases and amide hydrolases that employ an alpha-ketoheterocycle as a key enabling functionality.,  16  (4): [PMID:18053726] [10.1016/j.bmc.2007.11.015]

Source

Source(1):

• Scientific Literature