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ID: ALA60724
Max Phase: Preclinical
Molecular Formula: C10H12N2O
Molecular Weight: 176.22
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: NC(=O)C1Cc2ccccc2CN1
Standard InChI: InChI=1S/C10H12N2O/c11-10(13)9-5-7-3-1-2-4-8(7)6-12-9/h1-4,9,12H,5-6H2,(H2,11,13)
Standard InChI Key: JFMNKDRNEZZRBW-UHFFFAOYSA-N
Associated Targets(Human)
PNMT Tchem Phenylethanolamine N-methyltransferase (540 Activities)
Associated Targets(non-human)
PNMT Phenylethanolamine N-methyltransferase (752 Activities)
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Adra2c Adrenergic receptor alpha-2 (3313 Activities)
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Adra2a Alpha-2a adrenergic receptor (204 Activities)
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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 |
Drug Indications
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Properties
| Molecular Weight: 176.22 | Molecular Weight (Monoisotopic): 176.0950 | AlogP: 0.19 | #Rotatable Bonds: 1 |
| Polar Surface Area: 55.12 | Molecular Species: NEUTRAL | HBA: 2 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 3 | HBD (Lipinski): 3 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 7.56 | CX LogP: 0.45 | CX LogD: 0.07 |
| Aromatic Rings: 1 | Heavy Atoms: 13 | QED Weighted: 0.64 | Np Likeness Score: 0.15 |
References
| 1. Grunewald GL, Dahanukar VH, Teoh B, Criscione KR.. (1999) 3,7-Disubstituted-1,2,3,4-tetrahydroisoquinolines display remarkable potency and selectivity as inhibitors of phenylethanolamine N-methyltransferase versus the alpha2-adrenoceptor., 42 (11): [PMID:10354406] [10.1021/jm9807252] |
| 2. Grunewald GL, Sall DJ, Monn JA.. (1988) Synthesis and evaluation of 3-substituted analogues of 1,2,3,4-tetrahydroisoquinoline as inhibitors of phenylethanolamine N-methyltransferase., 31 (4): [PMID:3351861] [10.1021/jm00399a024] |
| 3. Lu J,Bart AG,Wu Q,Criscione KR,McLeish MJ,Scott EE,Grunewald GL. (2020) Structure-Based Drug Design of Bisubstrate Inhibitors of Phenylethanolamine N-Methyltransferase Possessing Low Nanomolar Affinity at Both Substrate Binding Domains., 63 (22): [PMID:33147410] [10.1021/acs.jmedchem.0c01475] |
Source
Source(1):