SID24828266

ID: ALA1521536

Chembl Id: CHEMBL1521536

PubChem CID: 2378176

Max Phase: Preclinical

Molecular Formula: C15H16ClN3O4

Molecular Weight: 337.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOCCCNC(=O)/C(C#N)=C/c1ccc(Cl)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C15H16ClN3O4/c1-2-23-7-3-6-18-15(20)12(10-17)8-11-4-5-13(16)14(9-11)19(21)22/h4-5,8-9H,2-3,6-7H2,1H3,(H,18,20)/b12-8+

Standard InChI Key:  ZJFBPJSXAFSLRX-XYOKQWHBSA-N

Alternative Forms

1. Parent:

   

   ALA1521536

   (E)-3-(4-chloro-3-nitrophenyl)-2-cyano-N-(3-ethoxypropyl)prop-2-enamide

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: 337.76

Molecular Weight (Monoisotopic): 337.0829

AlogP: 2.70

#Rotatable Bonds: 8

Polar Surface Area: 105.26

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.35

CX Basic pKa:

CX LogP: 2.28

CX LogD: 2.28

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.26

Np Likeness Score: -1.66

References

1. PubChem BioAssay data set, 

2. PubChem BioAssay data set, 

3. 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):

• PubChem BioAssays
• Winzeler Lab Plasmodium Screening Data