ID: ALA1669578
Chembl Id: CHEMBL1669578
Cas Number: 117137-68-5
PubChem CID: 11964516
Max Phase: Preclinical
Molecular Formula: C20H23NO3
Molecular Weight: 325.41
Molecule Type: Small molecule
Associated Items:
Canonical SMILES: O=C(/C=C/C=C/CC/C=C/c1ccc2c(c1)OCO2)N1CCCC1
Standard InChI: InChI=1S/C20H23NO3/c22-20(21-13-7-8-14-21)10-6-4-2-1-3-5-9-17-11-12-18-19(15-17)24-16-23-18/h2,4-6,9-12,15H,1,3,7-8,13-14,16H2/b4-2+,9-5+,10-6+
Standard InChI Key: XWQSYLYFCJTIEL-BTLPPRQPSA-N
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| 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 |
| MESH ID | MESH Heading | EFO IDs | EFO Terms | Max Phase for Indication | References |
|---|
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
| Molecular Weight: 325.41 | Molecular Weight (Monoisotopic): 325.1678 | AlogP: 3.94 | #Rotatable Bonds: 6 |
| Polar Surface Area: 38.77 | Molecular Species: NEUTRAL | HBA: 3 | HBD: 0 |
| #RO5 Violations: 0 | HBA (Lipinski): 4 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: | CX LogP: 3.75 | CX LogD: 3.75 |
| Aromatic Rings: 1 | Heavy Atoms: 24 | QED Weighted: 0.45 | Np Likeness Score: 0.66 |
| 1. Tang GH, Chen DM, Qiu BY, Sheng L, Wang YH, Hu GW, Zhao FW, Ma LJ, Wang H, Huang QQ, Xu JJ, Long CL, Li J.. (2011) Cytotoxic amide alkaloids from Piper boehmeriaefolium., 74 (1): [PMID:21158422] [10.1021/np100606u] |
| 2. García A, Bocanegra-García V, Palma-Nicolás JP, Rivera G.. (2012) Recent advances in antitubercular natural products., 49 [PMID:22280816] [10.1016/j.ejmech.2011.12.029] |
| 3. Wang YH, Goto M, Wang LT, Hsieh KY, Morris-Natschke SL, Tang GH, Long CL, Lee KH.. (2014) Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues., 24 (20): [PMID:25241925] [10.1016/j.bmcl.2014.08.063] |
| 4. Dürr L, Hell T, Dobrzyński M, Mattei A, John A, Augsburger N, Bradanini G, Reinhardt JK, Rossberg F, Drobnjakovic M, Gupta MP, Hamburger M, Pertz O, Garo E.. (2022) High-Content Screening Pipeline for Natural Products Targeting Oncogenic Signaling in Melanoma., 85 (4.0): [PMID:35231173] [10.1021/acs.jnatprod.1c01154] |
| 5. Mishra SK, Tripathi G, Kishore N, Singh RK, Singh A, Tiwari VK.. (2017) Drug development against tuberculosis: Impact of alkaloids., 137 [PMID:28628823] [10.1016/j.ejmech.2017.06.005] |
Source(1):
