IMPPAT Phytochemical information: 
Lanceomigine
Lanceomigine
Summary

SMILES: COC(=O)[C@@]12[C@H]3C[C@H]4[C@@]5([C@@]2(CCN4C/C/3=C\C)c2c(N([C@H]1O5)C)cccc2)O
InChI: InChI=1S/C22H26N2O4/c1-4-13-12-24-10-9-20-14-7-5-6-8-16(14)23(2)18-21(20,19(25)27-3)15(13)11-17(24)22(20,26)28-18/h4-8,15,17-18,26H,9-12H2,1-3H3/b13-4+/t15-,17-,18-,20-,21+,22+/m0/s1
InChIKey: YWHJXIKKMXPHRE-OWRVXNJMSA-N
DeepSMILES: COC=O)[C@][C@H]C[C@H][C@@][C@@]6CCN6C/C/%10=C\C)))))))ccN[C@H]%10O7))C))cccc6)))))))O
Scaffold Graph/Node/Bond level: C=C1CN2CCC34c5ccccc5NC5OC3C2CC1C54
Scaffold Graph/Node level: CC1CN2CCC34C5CCCCC5NC5OC3C2CC1C54
Scaffold Graph level: CC1CC2CCC34C5CCCCC5CC5CC3C2CC1C54
Functional groups: COC(C)=O; cN(C)[C@@H]1CC[C@@](O)(C)O1; CN(C)C; C/C=C(\C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
ClassyFire Subclass: Benzoquinolines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Corynanthe type
Synonymous chemical names:
Lanceomigine, lanceomigine
External chemical identifiers:
CID:CID_101712482
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Lanceomigine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 382.46
Log P RDKit 1.63
Topological polar surface area (Å2) RDKit 62.24
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.27
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Lanceomigine
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 0.59
Lanceomigine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.68
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No