IMPPAT Phytochemical information: 
4,5-Bis(hydroxymethyl)-2-methylpyridin-3-ol;2-methylidenepentanedioate
4,5-Bis(hydroxymethyl)-2-methylpyridin-3-ol;2-methylidenepentanedioate
Summary

SMILES: [O-]C(=O)CCC(=C)C(=O)[O-].OCc1c(CO)cnc(c1O)C
InChI: InChI=1S/C8H11NO3.C6H8O4/c1-5-8(12)7(4-11)6(3-10)2-9-5;1-4(6(9)10)2-3-5(7)8/h2,10-12H,3-4H2,1H3;1-3H2,(H,7,8)(H,9,10)/p-2
InChIKey: SGHKMGDFOONNPD-UHFFFAOYSA-L
DeepSMILES: [O-]C=O)CCC=C)C=O)[O-].OCccCO))cncc6O))C
Scaffold Graph/Node/Bond level: c1ccncc1
Scaffold Graph/Node level: C1CCNCC1
Scaffold Graph level: C1CCCCC1
Functional groups: CC(=O)[O-]; C=C(C)C(=O)[O-]; CO; cnc; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyridines and derivatives
ClassyFire Subclass: Pyridoxines
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Nicotinic acid alkaloids
NP Classifier Class: Pyridine alkaloids
Synonymous chemical names:
chrysanol
External chemical identifiers:
CID:CID_160144
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
4,5-Bis(hydroxymethyl)-2-methylpyridin-3-ol;2-methylidenepentanedioate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 311.29
Log P RDKit -2.1
Topological polar surface area (Å2) RDKit 153.84
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 1
4,5-Bis(hydroxymethyl)-2-methylpyridin-3-ol;2-methylidenepentanedioate
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 1
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Bad
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.5
4,5-Bis(hydroxymethyl)-2-methylpyridin-3-ol;2-methylidenepentanedioate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.64
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 No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No