ID: ALA472681

Max Phase: Preclinical

Molecular Formula: C17H15ClN4

Molecular Weight: 310.79

Molecule Type: Small molecule

Representations

Canonical SMILES:  Cc1nc(-c2ccccn2)nc(NCc2ccccc2)c1Cl

Standard InChI:  InChI=1S/C17H15ClN4/c1-12-15(18)17(20-11-13-7-3-2-4-8-13)22-16(21-12)14-9-5-6-10-19-14/h2-10H,11H2,1H3,(H,20,21,22)

Standard InChI Key:  ZIMZZASIQVXNOR-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: 310.79

Molecular Weight (Monoisotopic): 310.0985

AlogP: 4.11

#Rotatable Bonds: 4

Polar Surface Area: 50.70

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.29

CX LogP: 4.23

CX LogD: 4.23

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: -1.56

References

1. Musonda CC, Whitlock GA, Witty MJ, Brun R, Kaiser M..  (2009)  Synthesis and evaluation of 2-pyridyl pyrimidines with in vitro antiplasmodial and antileishmanial activity.,  19  (2): [PMID:19091562] [10.1016/j.bmcl.2008.11.098]

2. Antonova-Koch Y, Meister S, Abraham M, Luth MR, Ottilie S, Lukens AK, Sakata-Kato T, Vanaerschot M, Owen E, Jado JC, Maher SP, Calla J, Plouffe D, Zhong Y, Chen K, Chaumeau V, Conway AJ, McNamara CW, Ibanez M, Gagaring K, Serrano FN, Eribez K, Taggard CM, Cheung AL, Lincoln C, Ambachew B, Rouillier M, Siegel D, Nosten F, Kyle DE, Gamo FJ, Zhou Y, Llinás M, Fidock DA, Wirth DF, Burrows J, Campo B, Winzeler EA..  (2018)  Open-source discovery of chemical leads for next-generation chemoprotective antimalarials.,  362  (6419): [PMID:30523084] [10.1126/science.aat9446]

Source

Source(2):

• Scientific Literature
• Winzeler Lab Plasmodium Screening Data