MMV1238766

ID: ALA4594114

Chembl Id: CHEMBL4594114

PubChem CID: 16378056

Max Phase: Preclinical

Molecular Formula: C21H19N3O2S

Molecular Weight: 377.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(=O)[nH]c(SCC(=O)c2cc(C)n(-c3ccccc3)c2C)c1C#N

Standard InChI:  InChI=1S/C21H19N3O2S/c1-13-9-20(26)23-21(18(13)11-22)27-12-19(25)17-10-14(2)24(15(17)3)16-7-5-4-6-8-16/h4-10H,12H2,1-3H3,(H,23,26)

Standard InChI Key:  LTLNCJCBOLRFFH-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4594114

   2-[2-(2,5-dimethyl-1-phenylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-methyl-6-oxo-1H-pyridine-3-carbonitrile

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: 377.47

Molecular Weight (Monoisotopic): 377.1198

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 78.65

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.02

CX Basic pKa:

CX LogP: 3.24

CX LogD: 2.81

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: -1.87

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