[2-(2,6-Difluoro-benzylsulfanyl)-3-(4-fluoro-phenyl)-3H-imidazol-4-yl]-(4-methoxy-phenyl)-methyl-amine

ID: ALA4091702

PubChem CID: 118586281

Max Phase: Preclinical

Molecular Formula: C24H20F3N3OS

Molecular Weight: 455.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)c2cnc(SCc3c(F)cccc3F)n2-c2ccc(F)cc2)cc1

Standard InChI:  InChI=1S/C24H20F3N3OS/c1-29(17-10-12-19(31-2)13-11-17)23-14-28-24(30(23)18-8-6-16(25)7-9-18)32-15-20-21(26)4-3-5-22(20)27/h3-14H,15H2,1-2H3

Standard InChI Key:  UZNTUTSDOWWOIL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   11.5152   -6.3139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.9884   -5.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3838   -4.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6047   -4.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4337   -5.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0396   -6.2612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2451   -7.3556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8327  -10.0619    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.0024   -4.3655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2247   -4.6163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4091702

   2-[(2,6-difluorophenyl)methylsulfanyl]-3-(4-fluorophenyl)-N-(4-methoxyphenyl)-N-methylimidazol-4-amine

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: 455.51

Molecular Weight (Monoisotopic): 455.1279

AlogP: 6.36

#Rotatable Bonds: 7

Polar Surface Area: 30.29

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 5.16

CX LogP: 6.69

CX LogD: 6.69

Aromatic Rings: 4

Heavy Atoms: 32

QED Weighted: 0.30

Np Likeness Score: -1.63

References

1. Lasalle M, Hoguet V, Hennuyer N, Leroux F, Piveteau C, Belloy L, Lestavel S, Vallez E, Dorchies E, Duplan I, Sevin E, Culot M, Gosselet F, Boulahjar R, Herledan A, Staels B, Deprez B, Tailleux A, Charton J..  (2017)  Topical Intestinal Aminoimidazole Agonists of G-Protein-Coupled Bile Acid Receptor 1 Promote Glucagon Like Peptide-1 Secretion and Improve Glucose Tolerance.,  60  (10): [PMID:28414465] [10.1021/acs.jmedchem.6b01873]

Source

Source(1):

• Scientific Literature