SID26729196

ID: ALA3185655

Chembl Id: CHEMBL3185655

PubChem CID: 9583467

Max Phase: Preclinical

Molecular Formula: C17H21ClN4O2

Molecular Weight: 348.83

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nn(C(C)(C)C)c(C)c1/C=N/OC(=O)Nc1ccc(Cl)cc1

Standard InChI:  InChI=1S/C17H21ClN4O2/c1-11-15(12(2)22(21-11)17(3,4)5)10-19-24-16(23)20-14-8-6-13(18)7-9-14/h6-10H,1-5H3,(H,20,23)/b19-10+

Standard InChI Key:  KOOVEQKFKSCTMT-VXLYETTFSA-N

Alternative Forms

1. Parent:

   

   ALA3185655

   1-(tert-butyl)-4-[({[(4-chloroanilino)carbonyl]oxy}imino)methyl]-3,5-dimethyl-1H-pyrazole

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: 348.83

Molecular Weight (Monoisotopic): 348.1353

AlogP: 4.49

#Rotatable Bonds: 3

Polar Surface Area: 68.51

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.37

CX Basic pKa: 2.98

CX LogP: 4.16

CX LogD: 4.16

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.50

Np Likeness Score: -1.78

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