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

ID: ALA390488

Chembl Id: CHEMBL390488

PubChem CID: 16756066

Max Phase: Preclinical

Molecular Formula: C29H23N3O9

Molecular Weight: 557.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)c2cc(=O)c3c(O)cc(OCCc4ccc(NC(=O)C(=O)O)c(C#N)c4)cc3o2)cc1

Standard InChI:  InChI=1S/C29H23N3O9/c1-39-19-5-2-17(3-6-19)15-31-27(35)25-13-23(34)26-22(33)11-20(12-24(26)41-25)40-9-8-16-4-7-21(18(10-16)14-30)32-28(36)29(37)38/h2-7,10-13,33H,8-9,15H2,1H3,(H,31,35)(H,32,36)(H,37,38)

Standard InChI Key:  NNFRKDPIXARSJH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA390488

   [(2-cyano-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: 557.52

Molecular Weight (Monoisotopic): 557.1434

AlogP: 2.95

#Rotatable Bonds: 9

Polar Surface Area: 188.19

Molecular Species: ACID

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 0.91

CX Basic pKa: ┄

CX LogP: 3.54

CX LogD: -0.32

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: -0.56

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