US8691753, 81

ID: ALA3675582

Chembl Id: CHEMBL3675582

PubChem CID: 50991423

Max Phase: Preclinical

Molecular Formula: C23H28N4O6S

Molecular Weight: 488.57

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C23H28N4O6S/c24-19(28)10-8-16(22(25)32)27-23(33)17(9-12-21(30)31)26-20(29)11-5-14-3-6-15(7-4-14)18-2-1-13-34-18/h1-4,6-7,13,16-17H,5,8-12H2,(H2,24,28)(H2,25,32)(H,26,29)(H,27,33)(H,30,31)/t16-,17-/m0/s1

Standard InChI Key:  GIEQMQWMJSYCKB-IRXDYDNUSA-N

Alternative Forms

1. Parent:

   

   ALA3675582

   (4S)-5-[[(2S)-1,5-diamino-1,5-dioxopentan-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: 488.57

Molecular Weight (Monoisotopic): 488.1730

AlogP: 0.93

#Rotatable Bonds: 14

Polar Surface Area: 181.68

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 0

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.18

CX Basic pKa:

CX LogP: 0.09

CX LogD: -2.96

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.26

Np Likeness Score: -0.48

References

1.  (2014)  Pseudodipeptides as MMP inhibitors, 

Source

Source(1):

• BindingDB Database