4-(2,4-dichlorobenzyl)-1-((5-fluoro-1H-imidazo[4,5-b]pyridin-2-yl)methyl)-3-((4-hydroxytetrahydro-2H-pyran-4-yl)methyl)-1H-imidazol-2(3H)-one

ID: ALA4792418

Chembl Id: CHEMBL4792418

PubChem CID: 137368511

Max Phase: Preclinical

Molecular Formula: C23H22Cl2FN5O3

Molecular Weight: 506.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1n(Cc2nc3nc(F)ccc3[nH]2)cc(Cc2ccc(Cl)cc2Cl)n1CC1(O)CCOCC1

Standard InChI:  InChI=1S/C23H22Cl2FN5O3/c24-15-2-1-14(17(25)10-15)9-16-11-30(12-20-27-18-3-4-19(26)28-21(18)29-20)22(32)31(16)13-23(33)5-7-34-8-6-23/h1-4,10-11,33H,5-9,12-13H2,(H,27,28,29)

Standard InChI Key:  SENCQVLIAHZFGC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA4792418

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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: 506.37

Molecular Weight (Monoisotopic): 505.1084

AlogP: 3.55

#Rotatable Bonds: 6

Polar Surface Area: 97.96

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.68

CX Basic pKa: 3.55

CX LogP: 3.07

CX LogD: 3.07

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -1.05

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