US8691753, 73

ID: ALA3675574

Chembl Id: CHEMBL3675574

PubChem CID: 50991233

Max Phase: Preclinical

Molecular Formula: C32H38N4O5

Molecular Weight: 558.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@H](NC(=O)CCc1ccc(-c2ccc(-c3ccccc3)cc2)cc1)C(=O)N[C@@H](CCC(=O)O)C(N)=O

Standard InChI:  InChI=1S/C32H38N4O5/c33-21-5-4-8-28(32(41)36-27(31(34)40)18-20-30(38)39)35-29(37)19-11-22-9-12-24(13-10-22)26-16-14-25(15-17-26)23-6-2-1-3-7-23/h1-3,6-7,9-10,12-17,27-28H,4-5,8,11,18-21,33H2,(H2,34,40)(H,35,37)(H,36,41)(H,38,39)/t27-,28-/m0/s1

Standard InChI Key:  TYSBKRRVVCMKQG-NSOVKSMOSA-N

Alternative Forms

1. Parent:

   

   ALA3675574

   (4S)-5-amino-4-[[(2S)-6-amino-2-[3-[4-(4-phenylphenyl)phenyl]propanoylamino]hexanoyl]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: 558.68

Molecular Weight (Monoisotopic): 558.2842

AlogP: 3.40

#Rotatable Bonds: 16

Polar Surface Area: 164.61

Molecular Species: ZWITTERION

HBA: 5

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.03

CX Basic pKa: 10.20

CX LogP: 0.72

CX LogD: 0.72

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.17

Np Likeness Score: 0.07

References

1.  (2014)  Pseudodipeptides as MMP inhibitors, 

Source

Source(1):

• BindingDB Database