US8691753, 6

ID: ALA3670693

Chembl Id: CHEMBL3670693

PubChem CID: 50991588

Max Phase: Preclinical

Molecular Formula: C28H29ClN4O8

Molecular Weight: 585.01

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](CCC(=O)O)NC(=O)CCc1cc(-c2ccc(-c3cccc(Cl)c3)cc2)no1

Standard InChI:  InChI=1S/C28H29ClN4O8/c29-19-3-1-2-18(14-19)16-4-6-17(7-5-16)23-15-20(41-33-23)8-11-24(34)31-22(10-13-26(37)38)28(40)32-21(27(30)39)9-12-25(35)36/h1-7,14-15,21-22H,8-13H2,(H2,30,39)(H,31,34)(H,32,40)(H,35,36)(H,37,38)/t21-,22+/m0/s1

Standard InChI Key:  KOVQMCGGWATESY-FCHUYYIVSA-N

Alternative Forms

1. Parent:

   

   ALA3670693

   (4S)-5-amino-4-[[(2R)-4-carboxy-2-[3-[3-[4-(3-chlorophenyl)phenyl]-1,2-oxazol-5-yl]propanoylamino]butanoyl]amino]-5-oxopentanoic acid

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: 585.01

Molecular Weight (Monoisotopic): 584.1674

AlogP: 2.78

#Rotatable Bonds: 15

Polar Surface Area: 201.92

Molecular Species: ACID

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.92

CX Basic pKa: ┄

CX LogP: 1.88

CX LogD: -4.07

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.18

Np Likeness Score: -0.70

References

1.  (2014)  Pseudodipeptides as MMP inhibitors, 

2. Baidya SK, Banerjee S, Adhikari N, Jha T..  (2022)  Selective Inhibitors of Medium-Size S1' Pocket Matrix Metalloproteinases: A Stepping Stone of Future Drug Discovery.,  65  (16.0): [PMID:35969157] [10.1021/acs.jmedchem.1c01855]

Source

Source(2):

• Scientific Literature
• BindingDB Database