MMV1314586

ID: ALA4594121

Chembl Id: CHEMBL4594121

PubChem CID: 4832356

Max Phase: Preclinical

Molecular Formula: C24H25ClN4O3S2

Molecular Weight: 517.08

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2c3c(sc2nc(SCc2nc4ccc(Cl)cc4n2CCO)n1CC1CCCO1)CCC3

Standard InChI:  InChI=1S/C24H25ClN4O3S2/c25-14-6-7-17-18(11-14)28(8-9-30)20(26-17)13-33-24-27-22-21(16-4-1-5-19(16)34-22)23(31)29(24)12-15-3-2-10-32-15/h6-7,11,15,30H,1-5,8-10,12-13H2

Standard InChI Key:  ZXPZNQJGGKYBPF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4594121

   10-[[6-Chloro-1-(2-hydroxyethyl)benzimidazol-2-yl]methylsulfanyl]-11-(oxolan-2-ylmethyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9-trien-12-one

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: 517.08

Molecular Weight (Monoisotopic): 516.1057

AlogP: 4.41

#Rotatable Bonds: 7

Polar Surface Area: 82.17

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 4.63

CX LogP: 4.79

CX LogD: 4.79

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.29

Np Likeness Score: -2.26

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