ID: ALA2408380

Max Phase: Preclinical

Molecular Formula: C38H30ClNO10

Molecular Weight: 696.11

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCOC(=O)c1cn([C@@H]2O[C@H](COC(=O)c3ccccc3)[C@@H](OC(=O)c3ccccc3)[C@H]2OC(=O)c2ccccc2)c2ccc(Cl)cc2c1=O

Standard InChI:  InChI=1S/C38H30ClNO10/c1-2-46-38(45)28-21-40(29-19-18-26(39)20-27(29)31(28)41)34-33(50-37(44)25-16-10-5-11-17-25)32(49-36(43)24-14-8-4-9-15-24)30(48-34)22-47-35(42)23-12-6-3-7-13-23/h3-21,30,32-34H,2,22H2,1H3/t30-,32-,33-,34-/m1/s1

Standard InChI Key:  MWSOQJFJGWOXEU-DWNQJFHRSA-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: 696.11

Molecular Weight (Monoisotopic): 695.1558

AlogP: 6.04

#Rotatable Bonds: 10

Polar Surface Area: 136.43

Molecular Species: NEUTRAL

HBA: 11

HBD: 0

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 3

CX Acidic pKa:

CX Basic pKa:

CX LogP: 8.42

CX LogD: 8.42

Aromatic Rings: 5

Heavy Atoms: 50

QED Weighted: 0.13

Np Likeness Score: 0.11

References

1. Leitão A, Andricopulo AD, Oliva G, Pupo MT, de Marchi AA, Vieira PC, da Silva MF, Ferreira VF, de Souza MC, Sá MM, Moraes VR, Montanari CA..  (2004)  Structure-activity relationships of novel inhibitors of glyceraldehyde-3-phosphate dehydrogenase.,  14  (9): [PMID:15081008] [10.1016/j.bmcl.2004.02.025]

2. Soares FA, Sesti-Costa R, da Silva JS, de Souza MC, Ferreira VF, Santos Fda C, Monteiro PA, Leitão A, Montanari CA..  (2013)  Molecular design, synthesis and biological evaluation of 1,4-dihydro-4-oxoquinoline ribonucleosides as TcGAPDH inhibitors with trypanocidal activity.,  23  (16): [PMID:23850203] [10.1016/j.bmcl.2013.06.029]

Source

Source(1):

• Scientific Literature