({4-[2-({5-hydroxy-2-[(4-methoxybenzylamino)carbonyl]-4-oxo-4H-chromen-7-yl}oxy)ethyl]phenyl}amino)(oxo)acetic acid

ID: ALA242019

Chembl Id: CHEMBL242019

PubChem CID: 16755966

Max Phase: Preclinical

Molecular Formula: C28H24N2O9

Molecular Weight: 532.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)c2cc(=O)c3c(O)cc(OCCc4ccc(NC(=O)C(=O)O)cc4)cc3o2)cc1

Standard InChI:  InChI=1S/C28H24N2O9/c1-37-19-8-4-17(5-9-19)15-29-26(33)24-14-22(32)25-21(31)12-20(13-23(25)39-24)38-11-10-16-2-6-18(7-3-16)30-27(34)28(35)36/h2-9,12-14,31H,10-11,15H2,1H3,(H,29,33)(H,30,34)(H,35,36)

Standard InChI Key:  PEWNPFQOJLWZAH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA242019

   [(4-{2-[(5-hydroxy-2-{[(4-methoxyphenyl)methyl]carbamoyl}-4-oxo-4H-chromen-7-yl)oxy]ethyl}phenyl)carbamoyl]formic 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: 532.51

Molecular Weight (Monoisotopic): 532.1482

AlogP: 3.08

#Rotatable Bonds: 9

Polar Surface Area: 164.40

Molecular Species: ACID

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.73

CX Basic pKa: ┄

CX LogP: 3.68

CX LogD: -0.15

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.24

Np Likeness Score: -0.38

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