7-({4-[(carboxycarbonyl)amino]-3-methoxybenzyl}oxy)-5-hydroxy-4-oxo-4H-chromene-2-carboxylic acid

ID: ALA245025

Chembl Id: CHEMBL245025

PubChem CID: 16757459

Max Phase: Preclinical

Molecular Formula: C20H15NO10

Molecular Weight: 429.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(COc2cc(O)c3c(=O)cc(C(=O)O)oc3c2)ccc1NC(=O)C(=O)O

Standard InChI:  InChI=1S/C20H15NO10/c1-29-14-4-9(2-3-11(14)21-18(24)20(27)28)8-30-10-5-12(22)17-13(23)7-16(19(25)26)31-15(17)6-10/h2-7,22H,8H2,1H3,(H,21,24)(H,25,26)(H,27,28)

Standard InChI Key:  VPQTWQRHEYLDMH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA245025

   Oxamic acid derivative, 1

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: 429.34

Molecular Weight (Monoisotopic): 429.0696

AlogP: 1.81

#Rotatable Bonds: 6

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: 1.57

CX Basic pKa: ┄

CX LogP: 2.25

CX LogD: -5.11

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.42

Np Likeness Score: -0.02

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