IMPPAT Phytochemical information: 
17-O-Acetylechitamine
17-O-Acetylechitamine
Summary

SMILES: COC(=O)[C@]1(COC(=O)C)[C@H]2CC(C34[C@@]1(CC[N+]4(C/C/2=C/C)C)c1ccccc1N3)O
InChI: InChI=1S/C24H31N2O5/c1-5-16-13-26(3)11-10-23-17-8-6-7-9-19(17)25-24(23,26)20(28)12-18(16)22(23,21(29)30-4)14-31-15(2)27/h5-9,18,20,25,28H,10-14H2,1-4H3/q+1/b16-5-/t18-,20?,22-,23-,24?,26?/m0/s1
InChIKey: BDGDVRSRRTXNLI-BFQFSCTLSA-N
DeepSMILES: COC=O)[C@]COC=O)C))))[C@H]CCC[C@@]6CC[N+]5C/C/%10=C/C))))C))))cccccc6N9)))))))))O
Scaffold Graph/Node/Bond level: C=C1C[NH+]2CCC34CC1CCC23Nc1ccccc14
Scaffold Graph/Node level: CC1CN2CCC34CC1CCC23NC1CCCCC14
Scaffold Graph level: CC1CC2CCC34CC1CCC23CC1CCCCC14
Functional groups: COC(C)=O; cNC(C)(C)[N+](C)(C)C; C/C=C(/C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Indoles and derivatives
ClassyFire Subclass: Carbazoles
Synonymous chemical names:
17-o-acetyl-echitamine, 17-o-acetylechitamine
External chemical identifiers:
CID:CID_101589338
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
17-O-Acetylechitamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 427.52
Log P RDKit 1.96
Topological polar surface area (Å2) RDKit 84.86
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 31
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.21
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 14
Shape complexity RDKit 0.58
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
17-O-Acetylechitamine
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.435887
17-O-Acetylechitamine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.97
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
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