ID: ALA532012

Max Phase: Preclinical

Molecular Formula: C34H33N3O5

Molecular Weight: 563.65

Molecule Type: Small molecule

Representations

Synonyms (2): TCMDC-131849 | TCMDC-131849
Synonyms from Alternative Forms(2):

Canonical SMILES:  COc1ccc(CN(C)CCOc2ccc(NC(=O)c3cccc4c(=O)cc(-c5ccccc5)[nH]c34)cc2)cc1OC

Standard InChI:  InChI=1S/C34H33N3O5/c1-37(22-23-12-17-31(40-2)32(20-23)41-3)18-19-42-26-15-13-25(14-16-26)35-34(39)28-11-7-10-27-30(38)21-29(36-33(27)28)24-8-5-4-6-9-24/h4-17,20-21H,18-19,22H2,1-3H3,(H,35,39)(H,36,38)

Standard InChI Key:  PSMUDBZEMDXFLN-UHFFFAOYSA-N

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

Properties

Molecular Weight: 563.65

Molecular Weight (Monoisotopic): 563.2420

AlogP: 5.98

#Rotatable Bonds: 11

Polar Surface Area: 92.89

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa: 8.30

CX LogP: 5.61

CX LogD: 4.66

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.21

Np Likeness Score: -1.03

References

1. Dodic N, Dumaitre B, Daugan A, Pianetti P..  (1995)  Synthesis and activity against multidrug resistance in Chinese hamster ovary cells of new acridone-4-carboxamides.,  38  (13): [PMID:7608906] [10.1021/jm00013a017]

2. Gamo FJ, Sanz LM, Vidal J, de Cozar C, Alvarez E, Lavandera JL, Vanderwall DE, Green DV, Kumar V, Hasan S, Brown JR, Peishoff CE, Cardon LR, Garcia-Bustos JF..  (2010)  Thousands of chemical starting points for antimalarial lead identification.,  465  (7296): [PMID:20485427] [10.1038/nature09107]

3. St. Jude Leishmania screening dataset.,  [10.6019/CHEMBL3433997]

Source

Source(3):

• Scientific Literature
• GSK Malaria Screening
• St Jude Leishmania Screening