IMPPAT Phytochemical information: 
3-Oxorhazinilam

3-Oxorhazinilam
Summary

SMILES: CC[C@@]12CCC(=O)Nc3c(-c4c2n(C(=O)CC1)cc4)cccc3
InChI: InChI=1S/C19H20N2O2/c1-2-19-10-7-16(22)20-15-6-4-3-5-13(15)14-9-12-21(18(14)19)17(23)8-11-19/h3-6,9,12H,2,7-8,10-11H2,1H3,(H,20,22)/t19-/m1/s1
InChIKey: TXWKUWXSHGUINF-LJQANCHMSA-N
DeepSMILES: CC[C@]CCC=O)Ncc-cc9nC=O)CC%13)))cc5)))))cccc6
Scaffold Graph/Node/Bond level: O=C1CCC2CCC(=O)n3ccc(c32)-c2ccccc2N1
Scaffold Graph/Node level: OC1CCC2CCC(O)N3CCC(C4CCCCC4N1)C23
Scaffold Graph level: CC1CCC2CCC(C)C3CCC(C4CCCCC4C1)C23
Functional groups: cNC(=O)C; cn(c)C(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
3-oxorhazinilam
External chemical identifiers:
CID:CID_101094502
Chemical structure download


3-Oxorhazinilam
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 308.38
Log P RDKit 3.97
Topological polar surface area (Å2) RDKit 51.1
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.37
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4


3-Oxorhazinilam
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.87


3-Oxorhazinilam
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.43
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes