IMPPAT Phytochemical information: 
Tecomaquinone II
Tecomaquinone II
Summary

SMILES: CC(=CCC1=C(C(=O)c2c(C1=O)cccc2)C1CC(C)(C)OC2=C1C(=O)c1c(C2=O)cccc1)C
InChI: InChI=1S/C30H26O5/c1-16(2)13-14-21-23(26(32)18-10-6-5-9-17(18)25(21)31)22-15-30(3,4)35-29-24(22)27(33)19-11-7-8-12-20(19)28(29)34/h5-13,22H,14-15H2,1-4H3
InChIKey: HOGXOGYCNBKLNH-UHFFFAOYSA-N
DeepSMILES: CC=CCC=CC=O)ccC6=O))cccc6)))))))CCCC)C)OC=C6C=O)ccC6=O))cccc6)))))))))))))))))C
Scaffold Graph/Node/Bond level: O=C1C=C(C2CCOC3=C2C(=O)c2ccccc2C3=O)C(=O)c2ccccc21
Scaffold Graph/Node level: OC1CC(C2CCOC3C(O)C4CCCCC4C(O)C23)C(O)C2CCCCC12
Scaffold Graph level: CC1CC(C2CCCC3C(C)C4CCCCC4C(C)C32)C(C)C2CCCCC12
Functional groups: CC=C(C)C; CC1=C(C)C(=O)ccC1=O; COC1=C(C)C(=O)ccC1=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Quinone and hydroquinone lipids
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Naphthoquinones
Synonymous chemical names:
Tecomaquinone II, tecomaquinone ii
External chemical identifiers:
CID:CID_90477042
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tecomaquinone II
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 466.53
Log P RDKit 5.87
Topological polar surface area (Å2) RDKit 77.51
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 35
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.03
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 22
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.27
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
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 5
Tecomaquinone II
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.53
Tecomaquinone II
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Poorly 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 -5.19
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No