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

ID: ALA390487

Chembl Id: CHEMBL390487

PubChem CID: 16755963

Max Phase: Preclinical

Molecular Formula: C21H17NO10

Molecular Weight: 443.36

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(CCOc2cc(O)c3c(=O)cc(C(=O)O)oc3c2)ccc1NC(=O)C(=O)O

Standard InChI:  InChI=1S/C21H17NO10/c1-30-15-6-10(2-3-12(15)22-19(25)21(28)29)4-5-31-11-7-13(23)18-14(24)9-17(20(26)27)32-16(18)8-11/h2-3,6-9,23H,4-5H2,1H3,(H,22,25)(H,26,27)(H,28,29)

Standard InChI Key:  WRJYYNLHGHGXDL-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA390487

   Oxamic acid derivative, 4

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: 443.36

Molecular Weight (Monoisotopic): 443.0852

AlogP: 1.85

#Rotatable Bonds: 7

Polar Surface Area: 172.60

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.72

CX Basic pKa: ┄

CX LogP: 2.54

CX LogD: -4.81

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.39

Np Likeness Score: 0.05

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