3-[4-[[5-(3,4-Dimethoxy-N-methyl-anilino)-1-(4-fluorophenyl)-imidazol-2-yl]sulfanylmethyl]-3,5-difluoro-phenoxy]propane-1-sulfonate-ammonium

ID: ALA4060410

Chembl Id: CHEMBL4060410

PubChem CID: 137636567

Max Phase: Preclinical

Molecular Formula: C28H31F3N4O6S2

Molecular Weight: 623.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(N(C)c2cnc(SCc3c(F)cc(OCCCS(=O)(=O)O)cc3F)n2-c2ccc(F)cc2)cc1OC.N

Standard InChI:  InChI=1S/C28H28F3N3O6S2.H3N/c1-33(20-9-10-25(38-2)26(13-20)39-3)27-16-32-28(34(27)19-7-5-18(29)6-8-19)41-17-22-23(30)14-21(15-24(22)31)40-11-4-12-42(35,36)37;/h5-10,13-16H,4,11-12,17H2,1-3H3,(H,35,36,37);1H3

Standard InChI Key:  LMCLZDDAMNYNMJ-UHFFFAOYSA-N

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: 623.68

Molecular Weight (Monoisotopic): 623.1372

AlogP: 6.02

#Rotatable Bonds: 13

Polar Surface Area: 103.12

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -2.05

CX Basic pKa: 5.15

CX LogP: 3.21

CX LogD: 3.08

Aromatic Rings: 4

Heavy Atoms: 42

QED Weighted: 0.11

Np Likeness Score: -1.21

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