IMPPAT Phytochemical information: 
(7abeta)-N-Acetyl-N-methyl-2alpha,7alpha-epoxyhexahydro-1H-pyrrolizine-1beta-amine

(7abeta)-N-Acetyl-N-methyl-2alpha,7alpha-epoxyhexahydro-1H-pyrrolizine-1beta-amine
Summary

SMILES: CC(=O)N([C@H]1[C@H]2CN3[C@@H]1[C@H](O2)CC3)C
InChI: InChI=1S/C10H16N2O2/c1-6(13)11(2)9-8-5-12-4-3-7(14-8)10(9)12/h7-10H,3-5H2,1-2H3/t7-,8?,9+,10-/m1/s1
InChIKey: YIZSKLHCDNIMHK-JOUUOIQHSA-N
DeepSMILES: CC=O)N[C@H][C@H]CN[C@@H]5[C@H]O6)CC5))))))))C
Scaffold Graph/Node/Bond level: C1CN2CC3CC2C1O3
Scaffold Graph/Node level: C1CN2CC3CC2C1O3
Scaffold Graph level: C1CC2CC3CC1C2C3
Functional groups: CC(=O)N(C)C; 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-acetylloline
External chemical identifiers:
CID:CID_100985848
Chemical structure download


(7abeta)-N-Acetyl-N-methyl-2alpha,7alpha-epoxyhexahydro-1H-pyrrolizine-1beta-amine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 196.25
Log P RDKit -0.31
Topological polar surface area (Å2) RDKit 32.78
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 14
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 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.9
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


(7abeta)-N-Acetyl-N-methyl-2alpha,7alpha-epoxyhexahydro-1H-pyrrolizine-1beta-amine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.576439


(7abeta)-N-Acetyl-N-methyl-2alpha,7alpha-epoxyhexahydro-1H-pyrrolizine-1beta-amine
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 -7.81
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