ID: ALA541167
Max Phase: Preclinical
Molecular Formula: C24H24BrClN2O
Molecular Weight: 391.92
Molecule Type: Small molecule
Associated Items:
Synonyms (1): Tetramethylrosamine
Synonyms from Alternative Forms(1):
Canonical SMILES: CN(C)c1ccc2c(-c3ccc(CCl)cc3)c3ccc(=[N+](C)C)cc-3oc2c1.[Br-]
Standard InChI: InChI=1S/C24H24ClN2O.BrH/c1-26(2)18-9-11-20-22(13-18)28-23-14-19(27(3)4)10-12-21(23)24(20)17-7-5-16(15-25)6-8-17;/h5-14H,15H2,1-4H3;1H/q+1;/p-1
Standard InChI Key: GKMBRSQQKZUCGD-UHFFFAOYSA-M
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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| 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: 391.92 | Molecular Weight (Monoisotopic): 391.1572 | AlogP: 5.04 | #Rotatable Bonds: 3 |
| Polar Surface Area: 19.39 | Molecular Species: NEUTRAL | HBA: 2 | HBD: 0 |
| #RO5 Violations: 1 | HBA (Lipinski): 3 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 1 |
| CX Acidic pKa: | CX Basic pKa: 3.40 | CX LogP: 1.07 | CX LogD: 1.07 |
| Aromatic Rings: 2 | Heavy Atoms: 28 | QED Weighted: 0.28 | Np Likeness Score: -0.21 |
| 1. Gannon MK, Holt JJ, Bennett SM, Wetzel BR, Loo TW, Bartlett MC, Clarke DM, Sawada GA, Higgins JW, Tombline G, Raub TJ, Detty MR.. (2009) Rhodamine inhibitors of P-glycoprotein: an amide/thioamide "switch" for ATPase activity., 52 (10): [PMID:19402665] [10.1021/jm900253g] |
| 2. Muñoz-Martínez F, Lu P, Cortés-Selva F, Pérez-Victoria JM, Jiménez IA, Ravelo AG, Sharom FJ, Gamarro F, Castanys S.. (2004) Celastraceae sesquiterpenes as a new class of modulators that bind specifically to human P-glycoprotein and reverse cellular multidrug resistance., 64 (1): [PMID:15466210] [10.1158/0008-5472.can-04-1005] |
| 3. Wang EJ, Casciano CN, Clement RP, Johnson WW.. (2003) Fluorescent substrates of sister-P-glycoprotein (BSEP) evaluated as markers of active transport and inhibition: evidence for contingent unequal binding sites., 20 (1): [PMID:12739759] [10.1023/a:1023278211849] |
Source(2):
