IMPPAT Phytochemical information: 
Bis-ferulamidobutane
Bis-ferulamidobutane
Summary

SMILES: COc1cc(/C=C/C(=O)NCCCCNC(=O)/C=C/c2ccc(c(c2)OC)O)ccc1O
InChI: InChI=1S/C24H28N2O6/c1-31-21-15-17(5-9-19(21)27)7-11-23(29)25-13-3-4-14-26-24(30)12-8-18-6-10-20(28)22(16-18)32-2/h5-12,15-16,27-28H,3-4,13-14H2,1-2H3,(H,25,29)(H,26,30)/b11-7+,12-8+
InChIKey: CHEMZHJQHCVLFI-MKICQXMISA-N
DeepSMILES: COccc/C=C/C=O)NCCCCNC=O)/C=C/cccccc6)OC)))O)))))))))))))))))ccc6O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)NCCCCNC(=O)C=Cc1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)NCCCCNC(O)CCC1CCCCC1
Scaffold Graph level: CC(CCCCCCC(C)CCC1CCCCC1)CCC1CCCCC1
Functional groups: cOC; c/C=C/C(=O)NC; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Cinnamic acids and derivatives
ClassyFire Subclass: Hydroxycinnamic acids and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Ornithine alkaloids
NP Classifier Class: Polyamines
Synonymous chemical names:
diferuloylputrescine
External chemical identifiers:
CID:CID_5321825; ChEMBL:CHEMBL1088758; ChEBI:CHEBI:173179; FDASRS:576NVQ5724; SureChEMBL:SCHEMBL10735557
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bis-ferulamidobutane
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 440.5
Log P RDKit 2.85
Topological polar surface area (Å2) RDKit 117.12
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 8
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 18
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 11
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
Bis-ferulamidobutane
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 Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.315351
Bis-ferulamidobutane
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.88
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 Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No