MMV1124243

ID: ALA4594187

Chembl Id: CHEMBL4594187

PubChem CID: 59662419

Max Phase: Preclinical

Molecular Formula: C21H21N5O3

Molecular Weight: 391.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2ccn3ncc(-c4ccc(N)cc4)c3n2)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H21N5O3/c1-27-17-10-15(11-18(28-2)20(17)29-3)24-19-8-9-26-21(25-19)16(12-23-26)13-4-6-14(22)7-5-13/h4-12H,22H2,1-3H3,(H,24,25)

Standard InChI Key:  ZGSOSACFMQDYFZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4594187

   3-(4-aminophenyl)-N-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-amine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 391.43

Molecular Weight (Monoisotopic): 391.1644

AlogP: 3.75

#Rotatable Bonds: 6

Polar Surface Area: 95.93

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 3.28

CX LogP: 3.03

CX LogD: 3.03

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.48

Np Likeness Score: -0.99

References

1. 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(1):

• Winzeler Lab Plasmodium Screening Data