2-[2-(4'-Chloro-biphenyl-4-yl)-ethoxymethyl]-N-hydroxy-4-(4-oxo-4H-benzo[d][1,2,3]triazin-3-yl)-butyramide

ID: ALA100584

Chembl Id: CHEMBL100584

PubChem CID: 9805710

Max Phase: Preclinical

Molecular Formula: C26H25ClN4O4

Molecular Weight: 492.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NO)C(CCn1nnc2ccccc2c1=O)COCCc1ccc(-c2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C26H25ClN4O4/c27-22-11-9-20(10-12-22)19-7-5-18(6-8-19)14-16-35-17-21(25(32)29-34)13-15-31-26(33)23-3-1-2-4-24(23)28-30-31/h1-12,21,34H,13-17H2,(H,29,32)

Standard InChI Key:  IFHBUYGFCSEHIF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA100584

   2-[2-[4-(4-chlorophenyl)phenyl]ethoxymethyl]-N-hydroxy-4-(4-oxo-1,2,3-benzotriazin-3-yl)butanamide

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: 492.96

Molecular Weight (Monoisotopic): 492.1564

AlogP: 3.88

#Rotatable Bonds: 10

Polar Surface Area: 106.34

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.85

CX Basic pKa: ┄

CX LogP: 5.38

CX LogD: 5.36

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.20

Np Likeness Score: -1.05

References

1. Chollet AM, Le Diguarher T, Murray L, Bertrand M, Tucker GC, Sabatini M, Pierré A, Atassi G, Bonnet J, Casara P..  (2001)  General synthesis of alpha-substituted 3-bisaryloxy propionic acid derivatives as specific MMP inhibitors.,  11  (3): [PMID:11212095] [10.1016/s0960-894x(00)00646-6]

2. Mondal S, Adhikari N, Banerjee S, Amin SA, Jha T..  (2020)  Matrix metalloproteinase-9 (MMP-9) and its inhibitors in cancer: A minireview.,  194  [PMID:32224379] [10.1016/j.ejmech.2020.112260]

Source

Source(1):

• Scientific Literature