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ID: ALA1836554
Max Phase: Preclinical
Molecular Formula: C18H17BrN2O2
Molecular Weight: 373.25
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: COC(=O)CN1C(C)=Nc2ccc(Br)cc2C1c1ccccc1
Standard InChI: InChI=1S/C18H17BrN2O2/c1-12-20-16-9-8-14(19)10-15(16)18(13-6-4-3-5-7-13)21(12)11-17(22)23-2/h3-10,18H,11H2,1-2H3
Standard InChI Key: ZWSKQYINLNUCMK-UHFFFAOYSA-N
Associated Targets(Human)
GSR Tclin Glutathione reductase (335 Activities)
Associated Targets(non-human)
TPR Trypanothione reductase (189 Activities)
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TPR Trypanothione reductase (965 Activities)
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Trypanosoma brucei brucei (13300 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: 373.25 | Molecular Weight (Monoisotopic): 372.0473 | AlogP: 4.08 | #Rotatable Bonds: 3 |
| Polar Surface Area: 41.90 | Molecular Species: NEUTRAL | HBA: 4 | HBD: 0 |
| #RO5 Violations: 0 | HBA (Lipinski): 4 | HBD (Lipinski): 0 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: | CX Basic pKa: 7.42 | CX LogP: 3.56 | CX LogD: 3.25 |
| Aromatic Rings: 2 | Heavy Atoms: 23 | QED Weighted: 0.76 | Np Likeness Score: -0.73 |
References
| 1. Patterson S, Alphey MS, Jones DC, Shanks EJ, Street IP, Frearson JA, Wyatt PG, Gilbert IH, Fairlamb AH.. (2011) Dihydroquinazolines as a novel class of Trypanosoma brucei trypanothione reductase inhibitors: discovery, synthesis, and characterization of their binding mode by protein crystallography., 54 (19): [PMID:21851087] [10.1021/jm200312v] |
Source
Source(1):