IMPPAT Phytochemical information: 
S-(beta-p-Methoxypropiophenone)thiamine
S-(beta-p-Methoxypropiophenone)thiamine
Summary

SMILES: OCC/C(=C(/N(Cc1cnc(nc1N)C)C=O)\C)/SCCC(=O)c1ccc(cc1)OC.Cl
InChI: InChI=1S/C22H28N4O4S.ClH/c1-15(26(14-28)13-18-12-24-16(2)25-22(18)23)21(8-10-27)31-11-9-20(29)17-4-6-19(30-3)7-5-17;/h4-7,12,14,27H,8-11,13H2,1-3H3,(H2,23,24,25);1H/b21-15-;
InChIKey: SBMHSEJILCTAHF-XGRJIHFXSA-N
DeepSMILES: OCC/C=C/NCccncnc6N)))C))))))C=O)))\C))/SCCC=O)cccccc6))OC.Cl
Scaffold Graph/Node/Bond level: O=C(CCSC=CNCc1cncnc1)c1ccccc1
Scaffold Graph/Node level: OC(CCSCCNCC1CNCNC1)C1CCCCC1
Scaffold Graph level: CC(CCCCCCCC1CCCCC1)C1CCCCC1
Functional groups: CO; CS/C(C)=C(/C)N(C)C=O; cnc; cN; cC(C)=O; cOC; Cl
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbonyl compounds
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
mb-2
External chemical identifiers:
CID:CID_3037646
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
S-(beta-p-Methoxypropiophenone)thiamine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 481.02
Log P RDKit 3.38
Topological polar surface area (Å2) RDKit 118.64
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 22
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 10
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 14
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.36
Number of rotatable bonds RDKit 11
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 1
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
S-(beta-p-Methoxypropiophenone)thiamine
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 1
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 0.350279
S-(beta-p-Methoxypropiophenone)thiamine
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 Low
Log Kp (Skin permeation, cm/s) SwissADME -7.63
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes