US8691753, 82

ID: ALA3675583

Chembl Id: CHEMBL3675583

PubChem CID: 50991425

Max Phase: Preclinical

Molecular Formula: C24H32N4O5S

Molecular Weight: 488.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NCCCC[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)CCc1ccc(-c2cccs2)cc1)C(N)=O

Standard InChI:  InChI=1S/C24H32N4O5S/c25-14-2-1-4-18(23(26)32)28-24(33)19(11-13-22(30)31)27-21(29)12-8-16-6-9-17(10-7-16)20-5-3-15-34-20/h3,5-7,9-10,15,18-19H,1-2,4,8,11-14,25H2,(H2,26,32)(H,27,29)(H,28,33)(H,30,31)/t18-,19-/m0/s1

Standard InChI Key:  CPYISUHNJGFCRY-OALUTQOASA-N

Alternative Forms

1. Parent:

   

   ALA3675583

   (4S)-5-[[(2S)-1,6-diamino-1-oxohexan-2-yl]amino]-5-oxo-4-[3-(4-thiophen-2-ylphenyl)propanoylamino]pentanoic 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: 488.61

Molecular Weight (Monoisotopic): 488.2093

AlogP: 1.80

#Rotatable Bonds: 15

Polar Surface Area: 164.61

Molecular Species: ZWITTERION

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.15

CX Basic pKa: 10.20

CX LogP: -1.15

CX LogD: -1.15

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.24

Np Likeness Score: -0.29

References

1.  (2014)  Pseudodipeptides as MMP inhibitors, 

Source

Source(1):

• BindingDB Database