| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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ID: ALA4211507
Max Phase: Preclinical
Molecular Formula: C26H22Cl2N2O6
Molecular Weight: 529.38
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: CCOC(=O)COc1ccc(-c2nc3cc(NC(=O)[C@H](C)Oc4cccc(Cl)c4Cl)ccc3o2)cc1
Standard InChI: InChI=1S/C26H22Cl2N2O6/c1-3-33-23(31)14-34-18-10-7-16(8-11-18)26-30-20-13-17(9-12-21(20)36-26)29-25(32)15(2)35-22-6-4-5-19(27)24(22)28/h4-13,15H,3,14H2,1-2H3,(H,29,32)/t15-/m0/s1
Standard InChI Key: KFLIHMBVUXGPQE-HNNXBMFYSA-N
Associated Targets(Human)
IMPDH2 Tclin Inosine-5'-monophosphate dehydrogenase 2 (1326 Activities)
GMPR2 Tbio GMP reductase 2 (49 Activities)
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HepG2 (196354 Activities)
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Associated Targets(non-human)
Mycobacterium tuberculosis (203094 Activities)
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guaB Inosine-5'-monophosphate dehydrogenase (11 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: 529.38 | Molecular Weight (Monoisotopic): 528.0855 | AlogP: 6.15 | #Rotatable Bonds: 9 |
| Polar Surface Area: 99.89 | Molecular Species: NEUTRAL | HBA: 7 | HBD: 1 |
| #RO5 Violations: 2 | HBA (Lipinski): 8 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 2 |
| CX Acidic pKa: 12.38 | CX Basic pKa: 0.18 | CX LogP: 5.70 | CX LogD: 5.70 |
| Aromatic Rings: 4 | Heavy Atoms: 36 | QED Weighted: 0.26 | Np Likeness Score: -1.72 |
References
| 1. Chacko S, Boshoff HIM, Singh V, Ferraris DM, Gollapalli DR, Zhang M, Lawson AP, Pepi MJ, Joachimiak A, Rizzi M, Mizrahi V, Cuny GD, Hedstrom L.. (2018) Expanding Benzoxazole-Based Inosine 5'-Monophosphate Dehydrogenase (IMPDH) Inhibitor Structure-Activity As Potential Antituberculosis Agents., 61 (11): [PMID:29746130] [10.1021/acs.jmedchem.7b01839] |
Source
Source(1):