7-(2-{4-[(carboxycarbonyl)amino]-3-cyanophenyl}ethoxy)-5-hydroxy-4-oxo-4H-2-carboxylic acid

ID: ALA245248

Chembl Id: CHEMBL245248

PubChem CID: 16755962

Max Phase: Preclinical

Molecular Formula: C21H14N2O9

Molecular Weight: 438.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N#Cc1cc(CCOc2cc(O)c3c(=O)cc(C(=O)O)oc3c2)ccc1NC(=O)C(=O)O

Standard InChI:  InChI=1S/C21H14N2O9/c22-9-11-5-10(1-2-13(11)23-19(26)21(29)30)3-4-31-12-6-14(24)18-15(25)8-17(20(27)28)32-16(18)7-12/h1-2,5-8,24H,3-4H2,(H,23,26)(H,27,28)(H,29,30)

Standard InChI Key:  PXBBGVBSWVBFNE-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA245248

   Oxamic acid derivative, 3

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: 438.35

Molecular Weight (Monoisotopic): 438.0699

AlogP: 1.71

#Rotatable Bonds: 6

Polar Surface Area: 187.16

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 0.86

CX Basic pKa: ┄

CX LogP: 2.55

CX LogD: -4.81

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -0.15

References

1. Choi SR, Pradhan A, Hammond NL, Chittiboyina AG, Tekwani BL, Avery MA..  (2007)  Design, synthesis, and biological evaluation of Plasmodium falciparum lactate dehydrogenase inhibitors.,  50  (16): [PMID:17636950] [10.1021/jm070336k]

Source

Source(1):

• Scientific Literature