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ID: ALA2314746
Max Phase: Preclinical
Molecular Formula: C19H19NO4
Molecular Weight: 325.36
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COc1ccc2c(c1O)CN1CCc3cc4c(cc3C1C2)OCO4
Standard InChI: InChI=1S/C19H19NO4/c1-22-16-3-2-11-6-15-13-8-18-17(23-10-24-18)7-12(13)4-5-20(15)9-14(11)19(16)21/h2-3,7-8,15,21H,4-6,9-10H2,1H3
Standard InChI Key: PQECCKIOFCWGRJ-UHFFFAOYSA-N
Associated Targets(Human)
Associated Targets(non-human)
Molecule Features
| Natural Product: Yes | 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: 325.36 | Molecular Weight (Monoisotopic): 325.1314 | AlogP: 2.79 | #Rotatable Bonds: 1 |
| Polar Surface Area: 51.16 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 5 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 9.23 | CX Basic pKa: 6.24 | CX LogP: 2.94 | CX LogD: 2.90 |
| Aromatic Rings: 2 | Heavy Atoms: 24 | QED Weighted: 0.87 | Np Likeness Score: 1.16 |
References
| 1. Ge HX, Zhang J, Chen L, Kou JP, Yu BY.. (2013) Chemical and microbial semi-synthesis of tetrahydroprotoberberines as inhibitors on tissue factor procoagulant activity., 21 (1): [PMID:23199480] [10.1016/j.bmc.2012.11.002] |
| 2. Jeyakkumar P, Liu HB, Gopala L, Cheng Y, Peng XM, Geng RX, Zhou CH.. (2017) Novel benzimidazolyl tetrahydroprotoberberines: Design, synthesis, antimicrobial evaluation and multi-targeting exploration., 27 (8): [PMID:28302402] [10.1016/j.bmcl.2017.02.071] |
| 3. Zhang J, Zhang QY, Tu PF, Xu FC, Liang H.. (2018) Mucroniferanines A-G, Isoquinoline Alkaloids from Corydalis mucronifera., 81 (2): [PMID:29400966] [10.1021/acs.jnatprod.7b00847] |
