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

ID: ALA245247

Chembl Id: CHEMBL245247

PubChem CID: 16755866

Max Phase: Preclinical

Molecular Formula: C20H15NO9

Molecular Weight: 413.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)C(=O)Nc1ccc(CCOc2cc(O)c3c(=O)cc(C(=O)O)oc3c2)cc1

Standard InChI:  InChI=1S/C20H15NO9/c22-13-7-12(8-15-17(13)14(23)9-16(30-15)19(25)26)29-6-5-10-1-3-11(4-2-10)21-18(24)20(27)28/h1-4,7-9,22H,5-6H2,(H,21,24)(H,25,26)(H,27,28)

Standard InChI Key:  PMHWARUWSJBSPK-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA245247

   Oxamic acid derivative, 2

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: 413.34

Molecular Weight (Monoisotopic): 413.0747

AlogP: 1.84

#Rotatable Bonds: 6

Polar Surface Area: 163.37

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.75

CX Basic pKa: ┄

CX LogP: 2.70

CX LogD: -4.64

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.44

Np Likeness Score: 0.10

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