rac-(Z)-3-((5-(2-Acetamidopyridin-4-yl)-4-(4-fluorophenyl)-1-((tetrahydrofuran-2-yl)methyl)-1H-imidazol-2-yl)thio)acrylic acid

ID: ALA3394108

Chembl Id: CHEMBL3394108

PubChem CID: 118725899

Max Phase: Preclinical

Molecular Formula: C24H23FN4O4S

Molecular Weight: 482.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)Nc1cc(-c2c(-c3ccc(F)cc3)nc(S/C=C\C(=O)O)n2CC2CCCO2)ccn1

Standard InChI:  InChI=1S/C24H23FN4O4S/c1-15(30)27-20-13-17(8-10-26-20)23-22(16-4-6-18(25)7-5-16)28-24(34-12-9-21(31)32)29(23)14-19-3-2-11-33-19/h4-10,12-13,19H,2-3,11,14H2,1H3,(H,31,32)(H,26,27,30)/b12-9-

Standard InChI Key:  MSQAJMDTOWUMOF-XFXZXTDPSA-N

Alternative Forms

1. Parent:

   

   ALA3394108

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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: 482.54

Molecular Weight (Monoisotopic): 482.1424

AlogP: 4.58

#Rotatable Bonds: 8

Polar Surface Area: 106.34

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.55

CX Basic pKa: 4.32

CX LogP: 2.89

CX LogD: 0.43

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.36

Np Likeness Score: -0.93

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