ID: ALA3216604

Max Phase: Preclinical

Molecular Formula: C17H17Cl2N5O

Molecular Weight: 305.34

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cl.Cl.N=C(N)c1ccc(-c2cc(-c3cccc(C(=N)N)c3)on2)cc1

Standard InChI:  InChI=1S/C17H15N5O.2ClH/c18-16(19)11-6-4-10(5-7-11)14-9-15(23-22-14)12-2-1-3-13(8-12)17(20)21;;/h1-9H,(H3,18,19)(H3,20,21);2*1H

Standard InChI Key:  CSFIRUPSIYSJCK-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: 305.34

Molecular Weight (Monoisotopic): 305.1277

AlogP: 2.58

#Rotatable Bonds: 4

Polar Surface Area: 125.77

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 11.33

CX LogP: 1.78

CX LogD: -3.00

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.44

Np Likeness Score: -0.96

References

1. 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]

2. Patrick DA, Bakunov SA, Bakunova SM, Wenzler T, Brun R, Tidwell RR..  (2014)  Antiprotozoal activity of dicationic 3,5-diphenylisoxazoles, their prodrugs and aza-analogues.,  22  (1): [PMID:24268543] [10.1016/j.bmc.2013.10.050]

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

Source

Source(3):

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