IMPPAT Phytochemical information: 
Tecomaquinone
Tecomaquinone
Summary

SMILES: CC(=CC1Oc2c(C3=C1C(=O)c1ccccc1C3=O)c1C=CC(Oc1c1c2cccc1)(C)C)C
InChI: InChI=1S/C30H24O4/c1-16(2)15-22-24-25(27(32)18-10-6-5-9-17(18)26(24)31)23-21-13-14-30(3,4)34-28(21)19-11-7-8-12-20(19)29(23)33-22/h5-15,22H,1-4H3
InChIKey: VYNGZASNGVAOMT-UHFFFAOYSA-N
DeepSMILES: CC=CCOccC=C6C=O)cccccc6C%10=O)))))))))))cC=CCOc6cc%10cccc6))))))))C)C))))))))))C
Scaffold Graph/Node/Bond level: O=C1C2=C(C(=O)c3ccccc31)c1c3c(c4ccccc4c1OC2)OCC=C3
Scaffold Graph/Node level: OC1C2CCCCC2C(O)C2C1COC1C3CCCCC3C3OCCCC3C12
Scaffold Graph level: CC1C2CCCCC2C(C)C2C1CCC1C3CCCCC3C3CCCCC3C12
Functional groups: CC=C(C)C; cOC; cC1=C(C)C(=O)ccC1=O; cC=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isochromanequinones
ClassyFire Subclass: Benzoisochromanequinones
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Naphthalenes
NP Classifier Class: Bisnaphthalenes|Naphthoquinones
Synonymous chemical names:
tecomaquinone i, Tecomaquinone I
External chemical identifiers:
CID:CID_3574508; ChEMBL:CHEMBL461909
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Tecomaquinone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 448.52
Log P RDKit 6.58
Topological polar surface area (Å2) RDKit 52.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 30
Number of heavy atoms RDKit 34
Number of heteroatoms RDKit 4
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 24
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.2
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
Total number of rings RDKit 6
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 6
Tecomaquinone
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 Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.39
Tecomaquinone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -4.41
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