IMPPAT Phytochemical information: 
Hyoscyamide
Hyoscyamide
Summary

SMILES: COc1cc(ccc1O)/C=C(/C(=C/c1ccc(c(c1)OC)O)/C(=O)NCCc1ccc(cc1)O)\C(=O)NCCc1ccc(cc1)O
InChI: InChI=1S/C36H36N2O8/c1-45-33-21-25(7-13-31(33)41)19-29(35(43)37-17-15-23-3-9-27(39)10-4-23)30(20-26-8-14-32(42)34(22-26)46-2)36(44)38-18-16-24-5-11-28(40)12-6-24/h3-14,19-22,39-42H,15-18H2,1-2H3,(H,37,43)(H,38,44)/b29-19-,30-20-
InChIKey: FGAVHWSCPSBSMG-NAZWXXJZSA-N
DeepSMILES: COcccccc6O))))/C=C/C=C/cccccc6)OC)))O))))))/C=O)NCCcccccc6))O))))))))))\C=O)NCCcccccc6))O
Scaffold Graph/Node/Bond level: O=C(NCCc1ccccc1)C(=Cc1ccccc1)C(=Cc1ccccc1)C(=O)NCCc1ccccc1
Scaffold Graph/Node level: OC(NCCC1CCCCC1)C(CC1CCCCC1)C(CC1CCCCC1)C(O)NCCC1CCCCC1
Scaffold Graph level: CC(CCCC1CCCCC1)C(CC1CCCCC1)C(CC1CCCCC1)C(C)CCCC1CCCCC1
Functional groups: cOC; cO; c/C=C(C(=O)NC)/C(=C/c)C(=O)NC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lignans, neolignans and related compounds
NP Classifier Biosynthetic pathway: Amino acids and Peptides|Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenylpropanoids (C6-C3)
NP Classifier Class: Cinnamic acid amides
Synonymous chemical names:
hyoscyamide
External chemical identifiers:
CID:CID_5323554; ChEMBL:CHEMBL448491; ZINC:ZINC000044305386
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Hyoscyamide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 624.69
Log P RDKit 4.71
Topological polar surface area (Å2) RDKit 157.58
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 46
Number of heteroatoms RDKit 10
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 30
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.17
Number of rotatable bonds RDKit 13
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
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
Hyoscyamide
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 3
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.09
Hyoscyamide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.27
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No