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ID: ALA3115914
Max Phase: Preclinical
Molecular Formula: C15H11NO5
Molecular Weight: 285.25
Molecule Type: Small molecule
Associated Items:
Representations
Canonical SMILES: O=C(/C=C/c1ccc([N+](=O)[O-])cc1)c1ccc(O)c(O)c1
Standard InChI: InChI=1S/C15H11NO5/c17-13(11-4-8-14(18)15(19)9-11)7-3-10-1-5-12(6-2-10)16(20)21/h1-9,18-19H/b7-3+
Standard InChI Key: CUEWOYAEVHHUTJ-XVNBXDOJSA-N
Associated Targets(Human)
HSPD1 Tbio HSP60/HSP10 (366 Activities)
HEK293 (82097 Activities)
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HCT-116 (91556 Activities)
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DLD-1 (17511 Activities)
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HT-29 (80576 Activities)
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FHC (113 Activities)
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Associated Targets(non-human)
groL GroEL/GroES (1042 Activities)
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Escherichia coli (133304 Activities)
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Bacillus subtilis (32866 Activities)
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Enterococcus faecium (13803 Activities)
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Staphylococcus aureus (210822 Activities)
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Klebsiella pneumoniae subsp. pneumoniae (55 Activities)
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Acinetobacter baumannii (41033 Activities)
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Pseudomonas aeruginosa (123386 Activities)
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Enterobacter cloacae (7976 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: 285.25 | Molecular Weight (Monoisotopic): 285.0637 | AlogP: 2.90 | #Rotatable Bonds: 4 |
| Polar Surface Area: 100.67 | Molecular Species: NEUTRAL | HBA: 5 | HBD: 2 |
| #RO5 Violations: 0 | HBA (Lipinski): 6 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): 0 |
| CX Acidic pKa: 7.95 | CX Basic pKa: | CX LogP: 3.22 | CX LogD: 3.12 |
| Aromatic Rings: 2 | Heavy Atoms: 21 | QED Weighted: 0.30 | Np Likeness Score: -0.10 |
References
| 1. Johnson SM, Sharif O, Mak PA, Wang HT, Engels IH, Brinker A, Schultz PG, Horwich AL, Chapman E.. (2014) A biochemical screen for GroEL/GroES inhibitors., 24 (3): [PMID:24418775] [10.1016/j.bmcl.2013.12.100] |
| 2. Abdeen S, Salim N, Mammadova N, Summers CM, Frankson R, Ambrose AJ, Anderson GG, Schultz PG, Horwich AL, Chapman E, Johnson SM.. (2016) GroEL/ES inhibitors as potential antibiotics., 26 (13): [PMID:27184767] [10.1016/j.bmcl.2016.04.089] |
| 3. Chitre S, Ray AM, Stevens M, Doud EH, Liechty H, Washburn A, Tepper K, Sivinski J, O'Hagan HM, Georgiadis MM, Chapman E, Johnson SM.. (2022) Bis-aryl-α,β-unsaturated ketone (ABK) chaperonin inhibitors exhibit selective cytotoxicity to colorectal cancer cells that correlates with levels of aberrant HSP60 in the cytosol., 75 [PMID:36356534] [10.1016/j.bmc.2022.117072] |
Source
Source(1):