IMPPAT Phytochemical information: 
N-[(1r,3r,7s,8r)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]acetamide
N-[(1r,3r,7s,8r)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]acetamide
Summary

SMILES: CC(=O)N[C@H]1[C@H]2CN3[C@@H]1[C@@H](O2)CC3
InChI: InChI=1S/C9H14N2O2/c1-5(12)10-8-7-4-11-3-2-6(13-7)9(8)11/h6-9H,2-4H2,1H3,(H,10,12)/t6-,7?,8-,9+/m0/s1
InChIKey: BWGXNGORZPWYGZ-BRDYZLGLSA-N
DeepSMILES: CC=O)N[C@H][C@H]CN[C@@H]5[C@@H]O6)CC5
Scaffold Graph/Node/Bond level: C1CN2CC3CC2C1O3
Scaffold Graph/Node level: C1CN2CC3CC2C1O3
Scaffold Graph level: C1CC2CC3CC1C2C3
Functional groups: CC(=O)NC; CN(C)C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Loline alkaloids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Ornithine alkaloids
NP Classifier Class: Pyrrolizidine alkaloids
Synonymous chemical names:
n-acetylnorloline, N-[(1R,3R,7S,8R)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]acetamide
External chemical identifiers:
CID:CID_12018901
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
N-[(1r,3r,7s,8r)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]acetamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 182.22
Log P RDKit -0.65
Topological polar surface area (Å2) RDKit 41.57
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 9
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.44
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.89
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
N-[(1r,3r,7s,8r)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]acetamide
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 1
Ghose rule RDKit Failed
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 0.59
N-[(1r,3r,7s,8r)-2-oxa-6-azatricyclo[4.2.1.03,7]nonan-8-yl]acetamide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.86
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No