| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA1078675
Max Phase: Preclinical
Molecular Formula: C28H26N2O3S2
Molecular Weight: 502.66
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: Cc1nc(-c2ccccc2)sc1C(=O)N[C@H](/C=C/S(=O)(=O)c1ccccc1)CCc1ccccc1
Standard InChI: InChI=1S/C28H26N2O3S2/c1-21-26(34-28(29-21)23-13-7-3-8-14-23)27(31)30-24(18-17-22-11-5-2-6-12-22)19-20-35(32,33)25-15-9-4-10-16-25/h2-16,19-20,24H,17-18H2,1H3,(H,30,31)/b20-19+/t24-/m0/s1
Standard InChI Key: YYKAPLBODOAMOB-RLRPEEDVSA-N
Associated Targets(Human)
Jurkat (10389 Activities)
Associated Targets(non-human)
Cruzipain (33337 Activities)
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rhodesain Rhodesain (1463 Activities)
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Cathepsin B-like cysteine protease (88 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: 502.66 | Molecular Weight (Monoisotopic): 502.1385 | AlogP: 5.84 | #Rotatable Bonds: 9 |
| Polar Surface Area: 76.13 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 1 |
| #RO5 Violations: 2 | HBA (Lipinski): 5 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: | CX Basic pKa: 0.93 | CX LogP: 5.68 | CX LogD: 5.68 |
| Aromatic Rings: 4 | Heavy Atoms: 35 | QED Weighted: 0.31 | Np Likeness Score: -0.97 |
References
| 1. Bryant C, Kerr ID, Debnath M, Ang KK, Ratnam J, Ferreira RS, Jaishankar P, Zhao D, Arkin MR, McKerrow JH, Brinen LS, Renslo AR.. (2009) Novel non-peptidic vinylsulfones targeting the S2 and S3 subsites of parasite cysteine proteases., 19 (21): [PMID:19773167] [10.1016/j.bmcl.2009.08.098] |
| 2. Rocha DA, Silva EB, Fortes IS, Lopes MS, Ferreira RS, Andrade SF.. (2018) Synthesis and structure-activity relationship studies of cruzain and rhodesain inhibitors., 157 [PMID:30282318] [10.1016/j.ejmech.2018.08.079] |
Source
Source(1):