(1-Benzyloxycarbonylamino-2-phenyl-ethyl)-{2-[1-carbamoyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-phenyl-pentyl}-phosphinic acid

ID: ALA115774

Chembl Id: CHEMBL115774

PubChem CID: 3348132

Max Phase: Preclinical

Molecular Formula: C39H43N4O6P

Molecular Weight: 694.77

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)C(Cc1c[nH]c2ccccc12)NC(=O)C(CCCc1ccccc1)CP(=O)(O)C(Cc1ccccc1)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C39H43N4O6P/c40-37(44)35(24-32-25-41-34-22-11-10-21-33(32)34)42-38(45)31(20-12-19-28-13-4-1-5-14-28)27-50(47,48)36(23-29-15-6-2-7-16-29)43-39(46)49-26-30-17-8-3-9-18-30/h1-11,13-18,21-22,25,31,35-36,41H,12,19-20,23-24,26-27H2,(H2,40,44)(H,42,45)(H,43,46)(H,47,48)

Standard InChI Key:  YQEMFOGNUTYMTJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA115774

   (1-Benzyloxycarbonylamino-2-phenyl-ethyl)-{2-[1-carbamoyl-2-(1H-indol-3-yl)-ethylcarbamoyl]-5-phenyl-pentyl}-phosphinic 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: 694.77

Molecular Weight (Monoisotopic): 694.2920

AlogP: 6.09

#Rotatable Bonds: 17

Polar Surface Area: 163.61

Molecular Species: ACID

HBA: 5

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.54

CX Basic pKa:

CX LogP: 5.79

CX LogD: 3.42

Aromatic Rings: 5

Heavy Atoms: 50

QED Weighted: 0.07

Np Likeness Score: -0.01

References

1. Matziari M, Beau F, Cuniasse P, Dive V, Yiotakis A..  (2004)  Evaluation of P1'-diversified phosphinic peptides leads to the development of highly selective inhibitors of MMP-11.,  47  (2): [PMID:14711305] [10.1021/jm0308491]

2. Pirard B, Matter H..  (2006)  Matrix metalloproteinase target family landscape: a chemometrical approach to ligand selectivity based on protein binding site analysis.,  49  (1): [PMID:16392792] [10.1021/jm050363f]

Source

Source(1):

• Scientific Literature