IMPPAT Phytochemical information: 
10-Deacetyltaxol
10-Deacetyltaxol
Summary

SMILES: CC(=O)O[C@@]12CO[C@@H]1C[C@@H]([C@@]1([C@@H]2[C@H](OC(=O)c2ccccc2)[C@]2(O)C[C@H](OC(=O)[C@@H]([C@H](c3ccccc3)NC(=O)c3ccccc3)O)C(=C(C2(C)C)[C@H](C1=O)O)C)C)O
InChI: InChI=1S/C45H49NO13/c1-24-29(57-41(54)35(50)33(26-15-9-6-10-16-26)46-39(52)27-17-11-7-12-18-27)22-45(55)38(58-40(53)28-19-13-8-14-20-28)36-43(5,37(51)34(49)32(24)42(45,3)4)30(48)21-31-44(36,23-56-31)59-25(2)47/h6-20,29-31,33-36,38,48-50,55H,21-23H2,1-5H3,(H,46,52)/t29-,30-,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1
InChIKey: TYLVGQKNNUHXIP-MHHARFCSSA-N
DeepSMILES: CC=O)O[C@@]CO[C@@H]4C[C@@H][C@@][C@@H]8[C@H]OC=O)cccccc6))))))))[C@]O)C[C@H]OC=O)[C@@H][C@H]cccccc6))))))NC=O)cccccc6)))))))))O))))C=CC6C)C))[C@H]C%10=O))O)))C)))))))C))O
Scaffold Graph/Node/Bond level: O=C(CC(NC(=O)c1ccccc1)c1ccccc1)OC1C=C2CC(=O)C3CCC4OCC4C3C(OC(=O)c3ccccc3)C(C2)C1
Scaffold Graph/Node level: OC(CC(NC(O)C1CCCCC1)C1CCCCC1)OC1CC2CC(O)C3CCC4OCC4C3C(OC(O)C3CCCCC3)C(C2)C1
Scaffold Graph level: CC(CC1CC2CC(C)C3CCC4CCC4C3C(CC(C)C3CCCCC3)C(C1)C2)CC(CC(C)C1CCCCC1)C1CCCCC1
Functional groups: CC(=O)OC; COC; cC(=O)OC; CO; COC(C)=O; cC(=O)NC; CC(=C(C)C)C; CC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Taxane diterpenoids|Tetracyclic diterpenoids
Synonymous chemical names:
10-deacetyltaxol
External chemical identifiers:
CID:CID_155831; ChEMBL:CHEMBL302324; ZINC:ZINC000094303247; FDASRS:B77R96LJLK; SureChEMBL:SCHEMBL13043169; MolPort-035-705-503
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
10-Deacetyltaxol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 811.88
Log P RDKit 3.16
Topological polar surface area (Å2) RDKit 215.22
Number of hydrogen bond acceptors RDKit 13
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 45
Number of heavy atoms RDKit 59
Number of heteroatoms RDKit 14
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.24
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 25
Number of sp3 hybridized carbon atoms RDKit 20
Shape complexity RDKit 0.44
Number of rotatable bonds RDKit 12
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 3
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
10-Deacetyltaxol
Drug-likeness
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.119504
10-Deacetyltaxol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.07
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 No
P-glycoprotein substrate SwissADME Yes
10-Deacetyltaxol
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000126ENSG00000292120TUBA3E112714ChEMBL
TAR_EXP_001738ENSG00000101162TUBB181027ChEMBL
TAR_EXP_001704ENSG00000167552TUBA1A7846ChEMBL
TAR_EXP_001640ENSG00000137267TUBB2A7280ChEMBL
TAR_EXP_001638ENSG00000198033TUBA3C7278ChEMBL
TAR_EXP_001637ENSG00000127824TUBA4A7277ChEMBL
TAR_EXP_000749ENSG00000137285TUBB2B347733ChEMBL
TAR_EXP_001776ENSG00000176014TUBB684617ChEMBL, NPASS
TAR_EXP_001782ENSG00000167553TUBA1C84790ChEMBL
TAR_EXP_000748ENSG00000261456TUBB8347688ChEMBL
TAR_EXP_000368ENSG00000235067TUBB203068ChEMBL
TAR_EXP_000048ENSG00000123416TUBA1B10376ChEMBL
TAR_EXP_000049ENSG00000258947TUBB310381ChEMBL
TAR_EXP_000050ENSG00000104833TUBB4A10382ChEMBL
TAR_EXP_000051ENSG00000188229TUBB4B10383ChEMBL