IMPPAT Phytochemical information: 
vitamin B1

vitamin B1
Summary

SMILES: OCCc1sc[n+](c1C)Cc1cnc(nc1N)C.[Cl-]
InChI: InChI=1S/C12H17N4OS.ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);1H/q+1;/p-1
InChIKey: MYVIATVLJGTBFV-UHFFFAOYSA-M
DeepSMILES: OCCcsc[n+]c5C))Cccncnc6N)))C.[Cl-]
Scaffold Graph/Node/Bond level: c1ncc(C[n+]2ccsc2)cn1
Scaffold Graph/Node level: C1NCC(CN2CCSC2)CN1
Scaffold Graph level: C1CCC(CC2CCCC2)CC1
Functional groups: CO; csc; c[n+](C)c; cnc; cN; [Cl-]
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Diazines
ClassyFire Subclass: Pyrimidines and pyrimidine derivatives
Synonymous chemical names:
oryzenin
External chemical identifiers:
CID:CID_6042; ChEMBL:CHEMBL1588; ChEBI:CHEBI:33283; FDASRS:X66NSO3N35; SureChEMBL:SCHEMBL10074; MolPort-002-052-059
Chemical structure download


vitamin B1
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 300.82
Log P RDKit -2.39
Topological polar surface area (Å2) RDKit 75.91
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 12
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 4
Number of sulfur atoms RDKit 1
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 7
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.42
Number of rotatable bonds RDKit 4
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 2
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2


vitamin B1
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 0.62


vitamin B1
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -6.84
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 Yes