The store will not work correctly when cookies are disabled.
(R)-N-(4-fluorophenyl)-N-methyl-1-(1-phenylethyl)-1H-imidazole-5-carboxamide
ID: ALA4743463
PubChem CID: 162645557
Max Phase: Preclinical
Molecular Formula: C19H18FN3O
Molecular Weight: 323.37
Molecule Type: Unknown
Associated Items:
Names and Identifiers
Canonical SMILES: C[C@H](c1ccccc1)n1cncc1C(=O)N(C)c1ccc(F)cc1
Standard InChI: InChI=1S/C19H18FN3O/c1-14(15-6-4-3-5-7-15)23-13-21-12-18(23)19(24)22(2)17-10-8-16(20)9-11-17/h3-14H,1-2H3/t14-/m1/s1
Standard InChI Key: YBSAMTMGGXFZPR-CQSZACIVSA-N
Molfile:
RDKit 2D
24 26 0 0 0 0 0 0 0 0999 V2000
32.3617 -7.3888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
31.7391 -7.9311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
31.9043 -8.7400 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
32.6874 -9.0076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
33.3055 -8.4561 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
33.1413 -7.6493 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
34.0877 -8.7158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
34.2519 -9.5235 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
33.6957 -10.1285 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
34.1004 -10.8471 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
34.9090 -10.6814 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
34.9987 -9.8611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
35.7147 -9.4497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
36.4275 -9.8667 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
37.1436 -9.4553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.8531 -9.8741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.5686 -9.4634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
38.5723 -8.6382 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.8545 -8.2255 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
37.1418 -8.6345 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
34.7057 -8.1718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
35.7179 -8.6253 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
39.2878 -8.2299 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0
36.4243 -10.6910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1 2 2 0
2 3 1 0
3 4 2 0
4 5 1 0
5 6 2 0
6 1 1 0
5 7 1 0
7 8 1 0
9 10 2 0
8 9 1 0
10 11 1 0
11 12 2 0
12 8 1 0
12 13 1 0
13 14 1 0
14 15 1 0
15 16 2 0
16 17 1 0
17 18 2 0
18 19 1 0
19 20 2 0
20 15 1 0
7 21 1 1
13 22 2 0
18 23 1 0
14 24 1 0
M END
Associated Targets(Human)
Molecule Features
Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
Molecule Type: Unknown | Topical: No | First In Class: No | Black Box: No |
Chirality: No | Availability: No | Prodrug: No |
Drug Indications
MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
---|
Mechanisms of Action
Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
---|
Calculated Properties
Molecular Weight: 323.37 | Molecular Weight (Monoisotopic): 323.1434 | AlogP: 3.91 | #Rotatable Bonds: 4 |
Polar Surface Area: 38.13 | Molecular Species: NEUTRAL | HBA: 3 | HBD: ┄ |
#RO5 Violations: ┄ | HBA (Lipinski): 4 | HBD (Lipinski): ┄ | #RO5 Violations (Lipinski): ┄ |
CX Acidic pKa: ┄ | CX Basic pKa: 4.51 | CX LogP: 3.24 | CX LogD: 3.24 |
Aromatic Rings: 3 | Heavy Atoms: 24 | QED Weighted: 0.73 | Np Likeness Score: -1.55 |
References
1. Zhao S,Li X,Wang L,Peng W,Ye W,Li W,Wang YD,Chen WD. (2021) Design, synthesis and evaluation of 1-benzyl-1H-imidazole-5-carboxamide derivatives as potent TGR5 agonists., 32 [PMID:33440321] [10.1016/j.bmc.2020.115972] |