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3-methyl-7-nitro-2-phenyl-1H-indol-5-ol
ID: ALA1819315
PubChem CID: 56682177
Max Phase: Preclinical
Molecular Formula: C15H12N2O3
Molecular Weight: 268.27
Molecule Type: Small molecule
This compound is available for customization.
Associated Items:
Names and Identifiers
Canonical SMILES: Cc1c(-c2ccccc2)[nH]c2c([N+](=O)[O-])cc(O)cc12
Standard InChI: InChI=1S/C15H12N2O3/c1-9-12-7-11(18)8-13(17(19)20)15(12)16-14(9)10-5-3-2-4-6-10/h2-8,16,18H,1H3
Standard InChI Key: GHBRKSXMDFFFSD-UHFFFAOYSA-N
Molfile:
RDKit 2D
20 22 0 0 0 0 0 0 0 0999 V2000
-3.7373 1.7158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.7382 0.8891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.0242 0.4748 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-3.0257 2.1267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.3113 1.7186 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-2.3070 0.8936 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5210 0.6426 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-1.0394 1.3127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.5279 1.9775 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-0.2174 1.3174 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.1980 0.6036 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0220 0.6075 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.4315 1.3244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
1.0110 2.0388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
0.1884 2.0314 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-1.2771 2.7632 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0
-4.4514 2.1285 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-3.0232 -0.3499 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0
-3.7369 -0.7632 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
-2.3084 -0.7614 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0
4 1 1 0
5 6 1 0
10 11 2 0
11 12 1 0
2 3 1 0
12 13 2 0
3 6 2 0
13 14 1 0
1 2 2 0
14 15 2 0
15 10 1 0
8 10 1 0
5 4 2 0
9 16 1 0
6 7 1 0
1 17 1 0
7 8 1 0
3 18 1 0
8 9 2 0
18 19 2 0
9 5 1 0
18 20 1 0
M CHG 2 18 1 20 -1
M END
Associated Targets(non-human)
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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Calculated Properties
Molecular Weight: 268.27 | Molecular Weight (Monoisotopic): 268.0848 | AlogP: 3.76 | #Rotatable Bonds: 2 |
Polar Surface Area: 79.16 | Molecular Species: NEUTRAL | HBA: 3 | HBD: 2 |
#RO5 Violations: ┄ | HBA (Lipinski): 5 | HBD (Lipinski): 2 | #RO5 Violations (Lipinski): ┄ |
CX Acidic pKa: 7.71 | CX Basic pKa: ┄ | CX LogP: 3.79 | CX LogD: 3.62 |
Aromatic Rings: 3 | Heavy Atoms: 20 | QED Weighted: 0.55 | Np Likeness Score: -0.23 |
References
1. Kokurkina GV, Dutov MD, Shevelev SA, Popkov SV, Zakharov AV, Poroikov VV.. (2011) Synthesis, antifungal activity and QSAR study of 2-arylhydroxynitroindoles., 46 (9): [PMID:21802177] [10.1016/j.ejmech.2011.07.008] |