4-((5-(2-Acetamidopyridin-4-yl)-1-(2,2-dimethoxyethyl)-4-(4-fluorophenyl)-1H-imidazol-2-yl)thio)-3-hydroxycyclohexane-1-carboxylicacid

ID: ALA3394112

Chembl Id: CHEMBL3394112

PubChem CID: 118725903

Max Phase: Preclinical

Molecular Formula: C27H31FN4O6S

Molecular Weight: 558.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(Cn1c(SC2CCC(C(=O)O)CC2O)nc(-c2ccc(F)cc2)c1-c1ccnc(NC(C)=O)c1)OC

Standard InChI:  InChI=1S/C27H31FN4O6S/c1-15(33)30-22-13-17(10-11-29-22)25-24(16-4-7-19(28)8-5-16)31-27(32(25)14-23(37-2)38-3)39-21-9-6-18(26(35)36)12-20(21)34/h4-5,7-8,10-11,13,18,20-21,23,34H,6,9,12,14H2,1-3H3,(H,35,36)(H,29,30,33)

Standard InChI Key:  QRBCLMPGNQXVQO-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3394112

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 558.63

Molecular Weight (Monoisotopic): 558.1948

AlogP: 4.03

#Rotatable Bonds: 10

Polar Surface Area: 135.80

Molecular Species: ACID

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.29

CX Basic pKa: 4.90

CX LogP: 3.16

CX LogD: 0.67

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.32

Np Likeness Score: -0.65

References

1. Muth F, Günther M, Bauer SM, Döring E, Fischer S, Maier J, Drückes P, Köppler J, Trappe J, Rothbauer U, Koch P, Laufer SA..  (2015)  Tetra-substituted pyridinylimidazoles as dual inhibitors of p38α mitogen-activated protein kinase and c-Jun N-terminal kinase 3 for potential treatment of neurodegenerative diseases.,  58  (1): [PMID:25475894] [10.1021/jm501557a]

Source

Source(1):

• Scientific Literature