ID: ALA4087611
PubChem CID: 137644372
Max Phase: Preclinical
Molecular Formula: C32H43F3N6O9S3
Molecular Weight: 774.86
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: COc1ccc(N(C)c2cnc(SCc3c(F)cc(OCCCN(CCS(=O)(=O)O)CCS(=O)(=O)O)cc3F)n2-c2ccc(F)cc2)cc1OC.N.N
Standard InChI: InChI=1S/C32H37F3N4O9S3.2H3N/c1-37(24-9-10-29(46-2)30(17-24)47-3)31-20-36-32(39(31)23-7-5-22(33)6-8-23)49-21-26-27(34)18-25(19-28(26)35)48-14-4-11-38(12-15-50(40,41)42)13-16-51(43,44)45;;/h5-10,17-20H,4,11-16,21H2,1-3H3,(H,40,41,42)(H,43,44,45);2*1H3
Standard InChI Key: JZNRCJHCZVFOEX-UHFFFAOYSA-N
Molfile:
RDKit 2D
53 54 0 0 0 0 0 0 0 0999 V2000
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19.8190 -13.5579 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0
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9.4610 -13.2912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
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10.8488 -13.5885 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
11.0154 -12.7901 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
9.9008 -14.6374 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
9.2214 -10.9173 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
8.7064 -10.2852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.9974 -9.5214 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.4823 -8.8852 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.6763 -9.0128 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.3852 -9.7767 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.8962 -10.4129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.9263 -11.6811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
7.1612 -8.3808 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
6.3551 -8.5084 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
8.7775 -8.1255 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
8.2624 -7.4893 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
19.8202 -10.2923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
20.5269 -13.9702 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
21.2358 -10.4412 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
3 2 2 0
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M END| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 774.86 | Molecular Weight (Monoisotopic): 774.1675 | AlogP: 5.21 | #Rotatable Bonds: 19 |
| Polar Surface Area: 160.73 | Molecular Species: ACID | HBA: 12 | HBD: 2 |
| #RO5 Violations: 3 | HBA (Lipinski): 13 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 3 |
| CX Acidic pKa: -1.92 | CX Basic pKa: 8.09 | CX LogP: -2.46 | CX LogD: 0.57 |
| Aromatic Rings: 4 | Heavy Atoms: 51 | QED Weighted: 0.07 | Np Likeness Score: -1.12 |
| 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(1):