IMPPAT Phytochemical information: 
10-Isovaleroyldesacetylisoapressin
10-Isovaleroyldesacetylisoapressin
Summary

SMILES: CC(CC(=O)O[C@]1(C)[C@H](O)C[C@@H]2[C@@H]([C@@H]3[C@@]41OO[C@@]3(C=C4)C)OC(=O)C2=C)C
InChI: InChI=1S/C20H26O7/c1-10(2)8-14(22)25-19(5)13(21)9-12-11(3)17(23)24-15(12)16-18(4)6-7-20(16,19)27-26-18/h6-7,10,12-13,15-16,21H,3,8-9H2,1-2,4-5H3/t12-,13+,15-,16-,18+,19+,20-/m0/s1
InChIKey: ZQTWAASWTVPCPV-HBBIZSTPSA-N
DeepSMILES: CCCC=O)O[C@]C)[C@H]O)C[C@@H][C@@H][C@@H][C@]7OO[C@@]5C=C6))C))))))OC=O)C5=C))))))))))))C
Scaffold Graph/Node/Bond level: C=C1C(=O)OC2C1CCCC13C=CC(OO1)C23
Scaffold Graph/Node level: CC1C(O)OC2C1CCCC13CCC(OO1)C23
Scaffold Graph level: CC1CC2C(CCCC34CCC(CC3)C24)C1C
Functional groups: CC(=O)OC; CO; COOC; CC=CC; C=C1CCOC1=O
Chemical classification

NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Guaiane sesquiterpenoids
Synonymous chemical names:
10-Isovaleroyldesacetylisoapressin, 10-isovaleroyldesacetylisoapressin
External chemical identifiers:
CID:CID_177399030
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
10-Isovaleroyldesacetylisoapressin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 378.42
Log P RDKit 1.84
Topological polar surface area (Å2) RDKit 91.29
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 1
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 7
Stereochemical complexity RDKit 0.35
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 4
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 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
10-Isovaleroyldesacetylisoapressin
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 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.34673
10-Isovaleroyldesacetylisoapressin
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 -7.35
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 4
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No