US8691753, 99

ID: ALA3675597

Chembl Id: CHEMBL3675597

PubChem CID: 50991680

Max Phase: Preclinical

Molecular Formula: C29H32N4O6S

Molecular Weight: 564.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)CC[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)CCc1ccc(-c2cc(-c3ccccc3)cs2)cc1)C(N)=O

Standard InChI:  InChI=1S/C29H32N4O6S/c30-25(34)13-11-22(28(31)38)33-29(39)23(12-15-27(36)37)32-26(35)14-8-18-6-9-20(10-7-18)24-16-21(17-40-24)19-4-2-1-3-5-19/h1-7,9-10,16-17,22-23H,8,11-15H2,(H2,30,34)(H2,31,38)(H,32,35)(H,33,39)(H,36,37)/t22-,23-/m0/s1

Standard InChI Key:  MUGAWCXYWNGHML-GOTSBHOMSA-N

Alternative Forms

1. Parent:

   

   ALA3675597

   (4S)-5-[[(2S)-1,5-diamino-1,5-dioxopentan-2-yl]amino]-5-oxo-4-[3-[4-(4-phenylthiophen-2-yl)phenyl]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: 564.66

Molecular Weight (Monoisotopic): 564.2043

AlogP: 2.60

#Rotatable Bonds: 15

Polar Surface Area: 181.68

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.18

CX Basic pKa:

CX LogP: 1.73

CX LogD: -1.31

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.19

Np Likeness Score: -0.29

References

1.  (2014)  Pseudodipeptides as MMP inhibitors, 

Source

Source(1):

• BindingDB Database