IMPPAT Phytochemical information: 
Hysodricanine a
Hysodricanine a
Summary

SMILES: CCC(C(C(=O)NC(C(=O)N1CCC2C1C(=O)N1CCCC1C(=O)N/C=C\c1ccc(O2)cc1)Cc1ccccc1)N(C)C)C
InChI: InChI=1S/C35H45N5O5/c1-5-23(2)30(38(3)4)33(42)37-27(22-25-10-7-6-8-11-25)34(43)40-21-18-29-31(40)35(44)39-20-9-12-28(39)32(41)36-19-17-24-13-15-26(45-29)16-14-24/h6-8,10-11,13-17,19,23,27-31H,5,9,12,18,20-22H2,1-4H3,(H,36,41)(H,37,42)/b19-17-
InChIKey: YBMLXDHEGYEYIZ-ZPHPHTNESA-N
DeepSMILES: CCCCC=O)NCC=O)NCCCC5C=O)NCCCC5C=O)N/C=C\ccccO%17)cc6))))))))))))))))))))))Ccccccc6))))))))))NC)C)))C
Scaffold Graph/Node/Bond level: O=C1NC=Cc2ccc(cc2)OC2CCN(C(=O)CCc3ccccc3)C2C(=O)N2CCCC12
Scaffold Graph/Node level: OC1NCCC2CCC(CC2)OC2CCN(C(O)CCC3CCCCC3)C2C(O)N2CCCC12
Scaffold Graph level: CC1CCCC2CCC(CC2)CC2CCC(C(C)CCC3CCCCC3)C2C(C)C2CCCC12
Functional groups: CNC(C)=O; CC(=O)N(C)C; CN(C)C; c/C=C\NC(=O)C; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Macrolactams
NP Classifier Biosynthetic pathway: Alkaloids|Amino acids and Peptides
NP Classifier Superclass: Peptide alkaloids
NP Classifier Class: Ansa peptide alkaloids
Synonymous chemical names:
Hysodricanine A, hysodricanine a
External chemical identifiers:
CID:CID_177438829
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Hysodricanine a
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 615.78
Log P RDKit 2.83
Topological polar surface area (Å2) RDKit 111.29
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 35
Number of heavy atoms RDKit 45
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 5
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 6
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 18
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.49
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Hysodricanine a
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.47
Hysodricanine a
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.02
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 Yes
P-glycoprotein substrate SwissADME Yes