IMPPAT Phytochemical information: 
Biotin
Biotin
Summary

SMILES: OC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
InChI: InChI=1S/C10H16N2O3S/c13-8(14)4-2-1-3-7-9-6(5-16-7)11-10(15)12-9/h6-7,9H,1-5H2,(H,13,14)(H2,11,12,15)/t6-,7-,9-/m0/s1
InChIKey: YBJHBAHKTGYVGT-ZKWXMUAHSA-N
DeepSMILES: OC=O)CCCC[C@@H]SC[C@H][C@@H]5NC=O)N5
Scaffold Graph/Node/Bond level: O=C1NC2CSCC2N1
Scaffold Graph/Node level: OC1NC2CSCC2N1
Scaffold Graph level: CC1CC2CCCC2C1
Functional groups: CC(=O)O; CSC; O=C1NCCN1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Biotin and derivatives
NP Classifier Biosynthetic pathway: Alkaloids
NP Classifier Superclass: Histidine alkaloids
NP Classifier Class: Imidazole alkaloids
Synonymous chemical names:
biotin
External chemical identifiers:
CID:171548; ChEMBL:CHEMBL857; ChEBI:15956; ZINC:ZINC000035024346; FDASRS:6SO6U10H04; SureChEMBL:SCHEMBL8763; MolPort-002-507-373
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Biotin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 244.32
Log P RDKit 0.8
Topological polar surface area (Å2) RDKit 78.43
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 1
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.3
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
Biotin
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.4935
Biotin
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.56
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
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
Biotin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000216780PCK2900
ENSP00000245206GOT2900
ENSP00000265594MCCC1968
ENSP00000306477BTD944
ENSP00000310208SLC5A6911
ENSP00000338387HLCS992
ENSP00000340507TRIM24800
ENSP00000341044ACACB995
ENSP00000343657MCCC2957
ENSP00000344789ACACA995
ENSP00000356146SCAF8800
ENSP00000359345RPL5733
ENSP00000362532RPRD1B800
ENSP00000363676RPL11733
ENSP00000365462PCCA949
ENSP00000377527PC981
ENSP00000380156RPL32735
ENSP00000419027PCCB957
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.