IMPPAT Phytochemical information: 
Cadabicine diacetate

Cadabicine diacetate
Summary

SMILES: O=C1NCCCCN(CCCNC(=O)/C=C/c2ccc(Oc3cc(/C=C\1)ccc3OC(=O)C)cc2)C(=O)C
InChI: InChI=1S/C29H33N3O6/c1-21(33)32-18-4-3-16-30-29(36)15-10-24-8-13-26(37-22(2)34)27(20-24)38-25-11-6-23(7-12-25)9-14-28(35)31-17-5-19-32/h6-15,20H,3-5,16-19H2,1-2H3,(H,30,36)(H,31,35)/b14-9+,15-10-
InChIKey: BPYMTHTWCPMYQF-BMJMZVRVSA-N
DeepSMILES: O=CNCCCCNCCCNC=O)/C=C/ccccOccc/C=C\%24))ccc6OC=O)C))))))))))cc6)))))))))))))C=O)C
Scaffold Graph/Node/Bond level: O=C1C=Cc2cccc(c2)Oc2ccc(cc2)C=CC(=O)NCCCNCCCCN1
Scaffold Graph/Node level: OC1CCC2CCC(CC2)OC2CCCC(CCC(O)NCCCCNCCCN1)C2
Scaffold Graph level: CC1CCCCCCCCCCC(C)CCC2CCCC(C2)CC2CCC(CC1)CC2
Functional groups: c/C=C\C(=O)NC; CC(=O)N(C)C; c/C=C/C(=O)NC; cOc; cOC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Macrolactams
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Ornithine alkaloids
NP Classifier Class: Polyamines
Synonymous chemical names:
cadabicine diacetate
External chemical identifiers:
CID:CID_6442584
Chemical structure download


Cadabicine diacetate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 519.6
Log P RDKit 3.7
Topological polar surface area (Å2) RDKit 114.04
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 3
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 20
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.31
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
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


Cadabicine diacetate
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.438827


Cadabicine diacetate
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 -7.27
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 No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No