1-((5-chloro-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-4-(2-chloro-4-methoxybenzyl)-3-(2,2-difluoroethyl)-1H-imidazol-2(3H)-one

ID: ALA4742644

Chembl Id: CHEMBL4742644

PubChem CID: 137368553

Max Phase: Preclinical

Molecular Formula: C20H17Cl2F2N5O2

Molecular Weight: 468.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(Cc2cn(Cc3nc4nc(Cl)ccc4[nH]3)c(=O)n2CC(F)F)c(Cl)c1

Standard InChI:  InChI=1S/C20H17Cl2F2N5O2/c1-31-13-3-2-11(14(21)7-13)6-12-8-28(20(30)29(12)9-17(23)24)10-18-25-15-4-5-16(22)26-19(15)27-18/h2-5,7-8,17H,6,9-10H2,1H3,(H,25,26,27)

Standard InChI Key:  NUFHIJJGNFGPSX-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4742644

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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: 468.29

Molecular Weight (Monoisotopic): 467.0727

AlogP: 4.14

#Rotatable Bonds: 7

Polar Surface Area: 77.73

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.62

CX Basic pKa: 3.67

CX LogP: 3.87

CX LogD: 3.86

Aromatic Rings: 4

Heavy Atoms: 31

QED Weighted: 0.41

Np Likeness Score: -1.30

References

1. Zhang, Zhongsheng, Barros-Alvarez, Ximena, Gillespie, J. Robert, Ranade, Ranae M., Huang, Wenlin, Shibata, Sayaka, Molasky, Nora M. R., Faghih, Omeed, Mushtaq, Aisha, Choy, Robert K. M., de Hostos, Eugenio, Hol, Wim G. J., Verlinde, Christophe L. M. J., Buckner, Frederick S., Fan, Erkang.  (2020)  Structure-guided discovery of selective methionyl-tRNA synthetase inhibitors with potent activity against Trypanosoma brucei,  11  (8): [PMID:33479683] [10.1039/d0md00057d]

Source

Source(1):

• Scientific Literature