IMPPAT Phytochemical information: 
16,17-Dihydro-17beta-hydroxyisomitraphylline
16,17-Dihydro-17beta-hydroxyisomitraphylline
Summary

SMILES: COC(=O)C1[C@H](O)O[C@H]([C@@H]2[C@@H]1C[C@@H]1N(C2)CC[C@]21C(=O)Nc1c2cccc1)C
InChI: InChI=1S/C21H26N2O5/c1-11-13-10-23-8-7-21(14-5-3-4-6-15(14)22-20(21)26)16(23)9-12(13)17(18(24)27-2)19(25)28-11/h3-6,11-13,16-17,19,25H,7-10H2,1-2H3,(H,22,26)/t11-,12-,13+,16-,17?,19+,21-/m0/s1
InChIKey: BZEARLNMWSCOOH-NHZNEJAVSA-N
DeepSMILES: COC=O)C[C@H]O)O[C@H][C@@H][C@@H]6C[C@@H]NC6)CC[C@@]5C=O)Ncc5cccc6))))))))))))))))C
Scaffold Graph/Node/Bond level: O=C1Nc2ccccc2C12CCN1CC3COCCC3CC12
Scaffold Graph/Node level: OC1NC2CCCCC2C12CCN1CC3COCCC3CC12
Scaffold Graph level: CC1CC2CCCCC2C12CCC1CC3CCCCC3CC12
Functional groups: COC(C)=O; C[C@H](O)OC; CN(C)C; cNC(=O)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Alkaloids and derivatives
ClassyFire Class: Yohimbine alkaloids
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Tryptophan alkaloids
NP Classifier Class: Strychnos type
Synonymous chemical names:
16,17-dihydro-17beta-hydroxyisomitraphylline
External chemical identifiers:
CID:CID_101418806
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
16,17-Dihydro-17beta-hydroxyisomitraphylline
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 386.45
Log P RDKit 1.11
Topological polar surface area (Å2) RDKit 88.1
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 7
Stereochemical complexity RDKit 0.33
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 13
Shape complexity RDKit 0.62
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 4
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
16,17-Dihydro-17beta-hydroxyisomitraphylline
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 0.7
16,17-Dihydro-17beta-hydroxyisomitraphylline
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 -7.62
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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