ID: ALA157163

Max Phase: Preclinical

Molecular Formula: C28H39N3O4

Molecular Weight: 481.64

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CCCc1ccccc1)CC(=O)NO)C(C)(C)C)c1ccccc1

Standard InChI:  InChI=1S/C28H39N3O4/c1-5-23(21-16-10-7-11-17-21)29-27(34)25(28(2,3)4)30-26(33)22(19-24(32)31-35)18-12-15-20-13-8-6-9-14-20/h6-11,13-14,16-17,22-23,25,35H,5,12,15,18-19H2,1-4H3,(H,29,34)(H,30,33)(H,31,32)/t22-,23-,25-/m1/s1

Standard InChI Key:  URGYPDKRIKINRO-VDKIKQQVSA-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: 481.64

Molecular Weight (Monoisotopic): 481.2941

AlogP: 4.32

#Rotatable Bonds: 12

Polar Surface Area: 107.53

Molecular Species: NEUTRAL

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 8.90

CX Basic pKa:

CX LogP: 4.61

CX LogD: 4.60

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: 0.24

References

1. Fray MJ, Burslem MF, Dickinson RP..  (2001)  Selectivity of inhibition of matrix metalloproteases MMP-3 and MMP-2 by succinyl hydroxamates and their carboxylic acid analogues is dependent on P3' group chirality.,  11  (4): [PMID:11229773] [10.1016/s0960-894x(00)00719-8]

2. Verma RP, Hansch C..  (2007)  Matrix metalloproteinases (MMPs): chemical-biological functions and (Q)SARs.,  15  (6): [PMID:17275314] [10.1016/j.bmc.2007.01.011]

Source

Source(1):

• Scientific Literature