IMPPAT Phytochemical information: 
2-Amino-7-methoxyphenoxazin-3-one

2-Amino-7-methoxyphenoxazin-3-one
Summary

SMILES: COc1ccc2c(c1)oc1-c(n2)cc(c(=O)c1)N
InChI: InChI=1S/C13H10N2O3/c1-17-7-2-3-9-12(4-7)18-13-6-11(16)8(14)5-10(13)15-9/h2-6H,14H2,1H3
InChIKey: DDHPPCVMQOXUFB-UHFFFAOYSA-N
DeepSMILES: COcccccc6)oc-cn6)ccc=O)c6))N
Scaffold Graph/Node/Bond level: O=c1ccc2nc3ccccc3oc-2c1
Scaffold Graph/Node level: OC1CCC2NC3CCCCC3OC2C1
Scaffold Graph level: CC1CCC2CC3CCCCC3CC2C1
Functional groups: cOC; coc; cnc; c=O; cN
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzoxazines
ClassyFire Subclass: Phenoxazines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Anthranilic acid alkaloids
NP Classifier Class: Phenoxazine alkaloids
Synonymous chemical names:
2-amino-7-methoxy-phenoxazin-3-one
External chemical identifiers:
CID:CID_5251220; SureChEMBL:SCHEMBL3764052
Chemical structure download


2-Amino-7-methoxyphenoxazin-3-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 242.23
Log P RDKit 1.88
Topological polar surface area (Å2) RDKit 78.35
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.08
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3


2-Amino-7-methoxyphenoxazin-3-one
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.52


2-Amino-7-methoxyphenoxazin-3-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.08
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No