US8691753, 56

ID: ALA3675558

Chembl Id: CHEMBL3675558

PubChem CID: 50992419

Max Phase: Preclinical

Molecular Formula: C26H29N3O9

Molecular Weight: 527.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CCC(=O)O)NC(=O)CCc1ccc(-c2cccc(C(=O)O)c2)cc1

Standard InChI:  InChI=1S/C26H29N3O9/c27-24(35)19(9-12-22(31)32)29-25(36)20(10-13-23(33)34)28-21(30)11-6-15-4-7-16(8-5-15)17-2-1-3-18(14-17)26(37)38/h1-5,7-8,14,19-20H,6,9-13H2,(H2,27,35)(H,28,30)(H,29,36)(H,31,32)(H,33,34)(H,37,38)/t19-,20-/m0/s1

Standard InChI Key:  YUUVADHCMFJYGO-PMACEKPBSA-N

Alternative Forms

1. Parent:

   

   ALA3675558

   3-[4-[3-[[(2S)-1-[[(2S)-1-amino-4-carboxy-1-oxobutan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-3-oxopropyl]phenyl]benzoic 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: 527.53

Molecular Weight (Monoisotopic): 527.1904

AlogP: 1.17

#Rotatable Bonds: 15

Polar Surface Area: 213.19

Molecular Species: ACID

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.60

CX Basic pKa:

CX LogP: 0.77

CX LogD: -8.54

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.20

Np Likeness Score: -0.14

References

1.  (2014)  Pseudodipeptides as MMP inhibitors, 

Source

Source(1):

• BindingDB Database