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ID: ALA380979
Max Phase: Preclinical
Molecular Formula: C12H8N4O2
Molecular Weight: 240.22
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=[N+]([O-])c1ccc2[nH]c(-c3ccccn3)nc2c1
Standard InChI: InChI=1S/C12H8N4O2/c17-16(18)8-4-5-9-11(7-8)15-12(14-9)10-3-1-2-6-13-10/h1-7H,(H,14,15)
Standard InChI Key: VRZGTMSSHMHGPC-UHFFFAOYSA-N
Associated Targets(Human)
Methionine aminopeptidase 1 614 Activities
Methionine aminopeptidase 2 1512 Activities
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Lysine-specific demethylase 4D-like 40243 Activities
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Glyceraldehyde-3-phosphate dehydrogenase liver 1284 Activities
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microRNA 21 64692 Activities
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Ras-related protein Rab-9A 22488 Activities
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Microtubule-associated protein tau 95507 Activities
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Lethal(3)malignant brain tumor-like protein 1 14536 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Niemann-Pick C1 protein 18985 Activities
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Neuropeptide S receptor 15785 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Beta-2 adrenergic receptor 11824 Activities
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Nuclear factor erythroid 2-related factor 2 95332 Activities
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Cellular tumor antigen p53 48468 Activities
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ATPase family AAA domain-containing protein 5 122566 Activities
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Bromodomain adjacent to zinc finger domain protein 2B 56204 Activities
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DNA polymerase iota 116820 Activities
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Flap endonuclease 1 12055 Activities
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HepG2 196354 Activities
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HEK293 82097 Activities
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Geminin 128009 Activities
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Ataxin-2 54410 Activities
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Breast cancer type 1 susceptibility protein 15908 Activities
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Guanine nucleotide-binding protein G(s), subunit alpha 103405 Activities
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Tyrosyl-DNA phosphodiesterase 1 345557 Activities
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Alpha-synuclein 10960 Activities
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Muscleblind-like protein 1 34431 Activities
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Associated Targets(non-human)
Methionine aminopeptidase 444 Activities
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CHO 4503 Activities
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Pyruvate kinase 6726 Activities
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Nuclear receptor ROR-gamma 89407 Activities
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4'-phosphopantetheinyl transferase ffp 24982 Activities
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Nonstructural protein 1 33327 Activities
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Putative fructose-1,6-bisphosphate aldolase 15559 Activities
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Plasmodium falciparum 966862 Activities
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Luciferin 4-monooxygenase 66902 Activities
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Aberrant vpr protein 14595 Activities
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Oryza sativa 2923 Activities
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Cyperus compressus 19 Activities
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Echinochloa crus-galli 3685 Activities
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Chenopodium album 769 Activities
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Amaranthus viridis 153 Activities
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Persicaria hydropiper 38 Activities
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Eleusine indica 140 Activities
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Fusarium fujikuroi 210 Activities
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Xanthomonas axonopodis 50 Activities
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Pseudoperonospora cubensis 1623 Activities
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Botrytis cinerea 4183 Activities
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Bacillus subtilis 32866 Activities
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Pseudomonas aeruginosa 123386 Activities
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Escherichia coli 133304 Activities
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Staphylococcus aureus 210822 Activities
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Mycobacterium 258 Activities
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Pyricularia oryzae 1832 Activities
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Leishmania major 2877 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 |
|---|
Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
|---|
Properties
| Molecular Weight: 240.22 | Molecular Weight (Monoisotopic): 240.0647 | AlogP: 2.53 | #Rotatable Bonds: 2 |
| Polar Surface Area: 84.71 | Molecular Species: NEUTRAL | HBA: 4 | HBD: 1 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 1 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 9.34 | CX Basic pKa: 1.17 | CX LogP: 2.39 | CX LogD: 2.39 |
| Aromatic Rings: 3 | Heavy Atoms: 18 | QED Weighted: 0.55 | Np Likeness Score: -1.91 |
References
| 1. Schiffmann R, Neugebauer A, Klein CD.. (2006) Metal-mediated inhibition of Escherichia coli methionine aminopeptidase: structure-activity relationships and development of a novel scoring function for metal-ligand interactions., 49 (2): [PMID:16420038] [10.1021/jm050476z] |
| 2. Altmeyer MA, Marschner A, Schiffmann R, Klein CD.. (2010) Subtype-selectivity of metal-dependent methionine aminopeptidase inhibitors., 20 (14): [PMID:20621724] [10.1016/j.bmcl.2010.05.093] |
| 3. PubChem BioAssay data set, |
| 4. HISANO T, ICHIKAWA M, TSUMOTO K, TASAKI M. (1992) Synthesis of benzoxazoles, benzothiazoles and benzimidazoles and evaluation of their antifungal, insecticidal and herbicidal activities., 30 (8): [10.1248/cpb.30.2996] |
| 5. Shaukat A, Mirza HM, Ansari AH, Yasinzai M, Zaidi SZ, Dilshad S, Ansari FL. (2013) Benzimidazole derivatives: synthesis, leishmanicidal effectiveness, and molecular docking studies, 22 (8): [10.1007/s00044-012-0375-5] |
| 6. Mark Wenlock and Nicholas Tomkinson. Experimental in vitro DMPK and physicochemical data on a set of publicly disclosed compounds, [10.6019/CHEMBL3301361] |
Source
Source(3):