ID: ALA14068

Max Phase: Preclinical

Molecular Formula: C6H6N2O2

Molecular Weight: 138.13

Molecule Type: Small molecule

Representations

Synonyms (2): 3-Nitro-Phenylamine | 3-Nitroaniline
Synonyms from Alternative Forms(2):

Canonical SMILES:  Nc1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C6H6N2O2/c7-5-2-1-3-6(4-5)8(9)10/h1-4H,7H2

Standard InChI Key:  XJCVRTZCHMZPBD-UHFFFAOYSA-N

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

Properties

Molecular Weight: 138.13

Molecular Weight (Monoisotopic): 138.0429

AlogP: 1.18

#Rotatable Bonds: 1

Polar Surface Area: 69.16

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 1.72

CX LogP: 1.08

CX LogD: 1.08

Aromatic Rings: 1

Heavy Atoms: 10

QED Weighted: 0.36

Np Likeness Score: -1.52

References

1. Dunn WJ, Koehler MG, Grigoras S..  (1987)  The role of solvent-accessible surface area in determining partition coefficients.,  30  (7): [PMID:3599019] [10.1021/jm00390a002]

2. Iwamura H..  (1980)  Structure--taste relationship of perillartine and nitro- and cyanoaniline derivatives.,  23  (3): [PMID:7365747] [10.1021/jm00177a020]

3. Caron G, Ermondi G..  (2005)  Calculating virtual log P in the alkane/water system (log P(N)(alk)) and its derived parameters deltalog P(N)(oct-alk) and log D(pH)(alk).,  48  (9): [PMID:15857133] [10.1021/jm048980b]

4. Fujikawa M, Nakao K, Shimizu R, Akamatsu M..  (2007)  QSAR study on permeability of hydrophobic compounds with artificial membranes.,  15  (11): [PMID:17418579] [10.1016/j.bmc.2007.03.040]

5. PubChem BioAssay data set, 

6. PubChem BioAssay data set, 

7. PubChem BioAssay data set, 

8. Scherrer RA, Howard SM..  (1977)  Use of distribution coefficients in quantitative structure-activity relationships.,  20  (1): [PMID:13215] [10.1021/jm00211a010]

Source

Source(2):

• Scientific Literature
• PubChem BioAssays