IMPPAT Phytochemical information: 
Nimbinene

Nimbinene
Summary

SMILES: COC(=O)C[C@H]1[C@@]2(C)[C@H](OC3C2=C(C)[C@@H](C3)c2cocc2)[C@@H](C2[C@]1(C)C(=O)CC=C2C)OC(=O)C
InChI: InChI=1S/C28H34O7/c1-14-7-8-21(30)27(4)20(12-22(31)32-6)28(5)24-15(2)18(17-9-10-33-13-17)11-19(24)35-26(28)25(23(14)27)34-16(3)29/h7,9-10,13,18-20,23,25-26H,8,11-12H2,1-6H3/t18-,19?,20-,23?,25-,26-,27+,28-/m1/s1
InChIKey: TXDYFFZJOSDMMR-CFMVMBKJSA-N
DeepSMILES: COC=O)C[C@H][C@@]C)[C@H]OCC5=CC)[C@@H]C5)ccocc5))))))))))[C@@H]C[C@]6C)C=O)CC=C6C)))))))OC=O)C
Scaffold Graph/Node/Bond level: O=C1CC=CC2CC3OC4CC(c5ccoc5)C=C4C3CC12
Scaffold Graph/Node level: OC1CCCC2CC3OC4CC(C5CCOC5)CC4C3CC12
Scaffold Graph level: CC1CCCC2CC3CC4CC(C5CCCC5)CC4C3CC12
Functional groups: CC(=O)OC; COC(C)=O; COC; CC(=C(C)C)C; coc; CC(=O)C; CC=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthofurans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Limonoids
Synonymous chemical names:
Nimbinene, nimbinene
External chemical identifiers:
CID:CID_44715635
Chemical structure download


Nimbinene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 482.57
Log P RDKit 4.52
Topological polar surface area (Å2) RDKit 92.04
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.29
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 11
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.61
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5


Nimbinene
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 1
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 0.460063


Nimbinene
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 -7.80
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No