ID: ALA541935
Max Phase: Preclinical
Molecular Formula: C21H21ClN2O4
Molecular Weight: 365.41
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc2cc3[n+](cc2c1NCCO)CCc1cc2c(cc1-3)OCO2.[Cl-]
Standard InChI: InChI=1S/C21H20N2O4.ClH/c1-25-18-3-2-13-8-17-15-10-20-19(26-12-27-20)9-14(15)4-6-23(17)11-16(13)21(18)22-5-7-24;/h2-3,8-11,24H,4-7,12H2,1H3;1H
Standard InChI Key: OGLPRQNIABMEQX-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 |
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 |
|---|
Properties
| Molecular Weight: 365.41 | Molecular Weight (Monoisotopic): 365.1496 | AlogP: 2.49 | #Rotatable Bonds: 4 |
| Polar Surface Area: 63.83 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 2.20 | CX LogP: -2.34 | CX LogD: -2.34 |
| Aromatic Rings: 3 | Heavy Atoms: 27 | QED Weighted: 0.70 | Np Likeness Score: 0.96 |
References
| 1. Ma Y, Ou TM, Hou JQ, Lu YJ, Tan JH, Gu LQ, Huang ZS.. (2008) 9-N-Substituted berberine derivatives: stabilization of G-quadruplex DNA and down-regulation of oncogene c-myc., 16 (16): [PMID:18674916] [10.1016/j.bmc.2008.07.029] |
| 2. Wang SK, Wu Y, Wang XQ, Kuang GT, Zhang Q, Lin SL, Liu HY, Tan JH, Huang ZS, Ou TM.. (2017) Discovery of Small Molecules for Repressing Cap-Independent Translation of Human Vascular Endothelial Growth Factor (hVEGF) as Novel Antitumor Agents., 60 (13): [PMID:28530833] [10.1021/acs.jmedchem.6b01444] |
Source
Source(1):