IMPPAT Phytochemical information: 
Bgufcqcrkifyqv-iftjikkjsa-
Bgufcqcrkifyqv-iftjikkjsa-
Summary

SMILES: O=C1O[C@@H](C[C@@]2([C@H]1C[C@@H]1OC(=O)[C@@]3([C@]1([C@H]2CC[C@@H]3O)C)O)C)c1cocc1
InChI: InChI=1S/C20H24O7/c1-18-8-12(10-5-6-25-9-10)26-16(22)11(18)7-15-19(2)13(18)3-4-14(21)20(19,24)17(23)27-15/h5-6,9,11-15,21,24H,3-4,7-8H2,1-2H3/t11-,12-,13-,14-,15-,18+,19-,20-/m0/s1
InChIKey: BGUFCQCRKIFYQV-IFTJIKKJSA-N
DeepSMILES: O=CO[C@@H]C[C@@][C@H]6C[C@@H]OC=O)[C@@][C@]5[C@H]9CC[C@@H]6O)))))C))O)))))))C)))ccocc5
Scaffold Graph/Node/Bond level: O=C1OC(c2ccoc2)CC2C1CC1OC(=O)C3CCCC2C13
Scaffold Graph/Node level: OC1OC(C2CCOC2)CC2C1CC1OC(O)C3CCCC2C13
Scaffold Graph level: CC1CC(C2CCCC2)CC2C1CC1CC(C)C3CCCC2C13
Functional groups: COC(=O)C; CO; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
borapetol a
External chemical identifiers:
CID:CID_21636047
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Bgufcqcrkifyqv-iftjikkjsa-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 376.41
Log P RDKit 1.73
Topological polar surface area (Å2) RDKit 106.2
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 27
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 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.7
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
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 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Bgufcqcrkifyqv-iftjikkjsa-
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.72
Bgufcqcrkifyqv-iftjikkjsa-
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.67
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 No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes