[2-(2,6-Difluoro-benzylsulfanyl)-3-(3-chloro-4-fluoro-phenyl)-3Himidazol-4-yl]-(3,4-dimethoxy-phenyl)-methyl-amine

ID: ALA4090147

PubChem CID: 118576958

Max Phase: Preclinical

Molecular Formula: C25H21ClF3N3O2S

Molecular Weight: 519.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)c2cnc(SCc3c(F)cccc3F)n2-c2ccc(F)c(Cl)c2)cc1OC

Standard InChI:  InChI=1S/C25H21ClF3N3O2S/c1-31(15-8-10-22(33-2)23(12-15)34-3)24-13-30-25(32(24)16-7-9-21(29)18(26)11-16)35-14-17-19(27)5-4-6-20(17)28/h4-13H,14H2,1-3H3

Standard InChI Key:  KMVFKKSWUDYTDB-UHFFFAOYSA-N

Molfile:  

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    8.4441   -7.0082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0624   -6.7120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.4069   -5.1125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6292   -5.3633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6496   -8.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8306   -9.9822    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.2372  -10.8089    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4090147

   3-(3-chloro-4-fluorophenyl)-2-[(2,6-difluorophenyl)methylsulfanyl]-N-(3,4-dimethoxyphenyl)-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: 519.98

Molecular Weight (Monoisotopic): 519.0995

AlogP: 7.02

#Rotatable Bonds: 8

Polar Surface Area: 39.52

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.15

CX LogP: 7.14

CX LogD: 7.14

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.23

Np Likeness Score: -1.68

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