IMPPAT Phytochemical information: 
Clerodendrin C
Clerodendrin C
Summary

SMILES: CC(=O)OC[C@@]12[C@@H](OC(=O)C)C[C@H]([C@]([C@H]1C[C@H]([C@@H]([C@@]12CO1)OC(=O)C(OC(=O)C)(C)C)O)(C)[C@H]1O[C@H]2[C@@H](C1)C=CO2)C
InChI: InChI=1S/C30H42O12/c1-15-10-23(39-17(3)32)29(13-37-16(2)31)21(28(15,7)22-11-19-8-9-36-25(19)40-22)12-20(34)24(30(29)14-38-30)41-26(35)27(5,6)42-18(4)33/h8-9,15,19-25,34H,10-14H2,1-7H3/t15-,19-,20-,21-,22+,23+,24+,25+,28+,29+,30-/m1/s1
InChIKey: ROLHZNATRGMXKR-LUYCMFIRSA-N
DeepSMILES: CC=O)OC[C@@][C@@H]OC=O)C)))C[C@H][C@][C@H]6C[C@H][C@@H][C@]%10CO3)))OC=O)COC=O)C)))C)C)))))O))))C)[C@H]O[C@H][C@@H]C5)C=CO5))))))))C
Scaffold Graph/Node/Bond level: C1=CC2CC(C3CCCC4C3CCCC43CO3)OC2O1
Scaffold Graph/Node level: C1CC(C2CC3CCOC3O2)C2CCCC3(CO3)C2C1
Scaffold Graph level: C1CC2CC(C3CCCC4C3CCCC43CC3)CC2C1
Functional groups: COC(C)=O; CC(=O)OC; C[C@@]1(C)CO1; CO; CO[C@H]1CC=CO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Tetracarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
clerodendrin c
External chemical identifiers:
CID:CID_76316104; ChEMBL:CHEMBL2272664; ZINC:ZINC000103181439
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Clerodendrin C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 594.65
Log P RDKit 2.19
Topological polar surface area (Å2) RDKit 156.42
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 42
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.37
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 24
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 11
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Clerodendrin C
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.26
Clerodendrin C
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.44
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 No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No