The store will not work correctly when cookies are disabled.
Rac-2-amino-3-(1H-imidazol-4-yl)-N-(naphthalen-1-ylmethyl)propanamide
ID: ALA5273606
Max Phase: Preclinical
Molecular Formula: C17H18N4O
Molecular Weight: 294.36
Associated Items:
Names and Identifiers
Canonical SMILES: NC(Cc1c[nH]cn1)C(=O)NCc1cccc2ccccc12
Standard InChI: InChI=1S/C17H18N4O/c18-16(8-14-10-19-11-21-14)17(22)20-9-13-6-3-5-12-4-1-2-7-15(12)13/h1-7,10-11,16H,8-9,18H2,(H,19,21)(H,20,22)
Standard InChI Key: UGYGRDVZHGAERG-UHFFFAOYSA-N
Molfile:
RDKit 2D
22 24 0 0 0 0 0 0 0 0999 V2000
-0.4337 1.0342 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-0.4337 0.2092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.1482 -0.2033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.8628 0.2092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.5772 -0.2033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.3600 0.0425 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.8519 -0.6248 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-3.3813 -1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.5772 -1.0283 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-1.1482 -1.0283 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
0.2806 -0.2033 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
0.9952 0.2092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7097 -0.2033 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.7097 -1.0318 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4262 -1.4399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.1363 -1.0281 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.1363 -0.2027 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4244 0.2090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2.4256 1.0290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.1384 1.4399 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8477 1.0316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
3.8519 0.2096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
2 1 2 0
2 3 1 0
3 4 1 0
4 5 1 0
5 6 2 0
6 7 1 0
8 7 1 0
9 5 1 0
9 8 2 0
3 10 1 0
11 2 1 0
11 12 1 0
12 13 1 0
13 14 1 0
14 15 2 0
15 16 1 0
16 17 2 0
18 13 2 0
17 18 1 0
18 19 1 0
20 19 2 0
21 20 1 0
22 21 2 0
17 22 1 0
M END
Associated Targets(non-human)
Molecule Features
Natural Product: No | Oral: No | Chemical Probe: No | Parenteral: No |
Molecule Type: | 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: 294.36 | Molecular Weight (Monoisotopic): 294.1481 | AlogP: 1.75 | #Rotatable Bonds: 5 |
Polar Surface Area: 83.80 | Molecular Species: NEUTRAL | HBA: 3 | HBD: 3 |
#RO5 Violations: ┄ | HBA (Lipinski): 5 | HBD (Lipinski): 4 | #RO5 Violations (Lipinski): ┄ |
CX Acidic pKa: 13.08 | CX Basic pKa: 7.84 | CX LogP: 1.12 | CX LogD: 0.54 |
Aromatic Rings: 3 | Heavy Atoms: 22 | QED Weighted: 0.67 | Np Likeness Score: -0.63 |
References
1. Rahman MS, Kumari S, Esfahani SH, Nozohouri S, Jayaraman S, Kinarivala N, Kocot J, Baez A, Farris D, Abbruscato TJ, Karamyan VT, Trippier PC.. (2021) Discovery of First-in-Class Peptidomimetic Neurolysin Activators Possessing Enhanced Brain Penetration and Stability., 64 (17.0): [PMID:34436882] [10.1021/acs.jmedchem.1c00759] |