IMPPAT Phytochemical information: 
Cholecalciferol
Cholecalciferol
Summary

SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC/C/2=CC=C/1C[C@@H](O)CCC1=C)C)C
InChI: InChI=1S/C27H44O/c1-19(2)8-6-9-21(4)25-15-16-26-22(10-7-17-27(25,26)5)12-13-23-18-24(28)14-11-20(23)3/h12-13,19,21,24-26,28H,3,6-11,14-18H2,1-2,4-5H3/b22-12+,23-13-/t21-,24+,25-,26+,27-/m1/s1
InChIKey: QYSXJUFSXHHAJI-YRZJJWOYSA-N
DeepSMILES: CCCCC[C@H][C@H]CC[C@@H][C@]5C)CCC/C/6=CC=CC[C@@H]O)CCC6=C))))))))))))))))))C)))))C
Scaffold Graph/Node/Bond level: C=C1CCCCC1=CC=C1CCCC2CCCC12
Scaffold Graph/Node level: CC1CCCCC1CCC1CCCC2CCCC21
Scaffold Graph level: CC1CCCCC1CCC1CCCC2CCCC21
Functional groups: C=C(C)/C(C)=CC=C(/C)C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Vitamin D and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Vitamin D3 and derivatives
Synonymous chemical names:
cholecalciferol, vitamin d, vitamin d3
External chemical identifiers:
CID:5280795; ChEMBL:CHEMBL1042; ChEBI:28940; ZINC:ZINC000004474460; SureChEMBL:SCHEMBL3126; MolPort-001-740-051
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cholecalciferol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 384.65
Log P RDKit 7.62
Topological polar surface area (Å2) RDKit 20.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.19
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 6
Number of sp3 hybridized carbon atoms RDKit 21
Shape complexity RDKit 0.78
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 3
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Cholecalciferol
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 2
Ghose filter RDKit Failed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.4991
Cholecalciferol
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME
Solubility class [ESOL] SwissADME
Solubility class [Silicos-IT] SwissADME
Blood Brain Barrier permeation SwissADME
Gastrointestinal absorption SwissADME
Log Kp (Skin permeation, cm/s) SwissADME
Number of PAINS structural alerts SwissADME
Number of Brenk structural alerts SwissADME
CYP1A2 inhibitor SwissADME
CYP2C19 inhibitor SwissADME
CYP2C9 inhibitor SwissADME
CYP2D6 inhibitor SwissADME
CYP3A4 inhibitor SwissADME
P-glycoprotein substrate SwissADME
Cholecalciferol
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000161559CEACAM1800
ENSP00000212015SIRT1815
ENSP00000216194ADSL855
ENSP00000216797NFKBIA815
ENSP00000216862CYP24A1977
ENSP00000217652MYL12A814
ENSP00000219070MMP2734
ENSP00000219150CORO1A817
ENSP00000221740CASP14819
ENSP00000222304HAMP817
ENSP00000222982CYP3A5742
ENSP00000225577RPS6KB1700
ENSP00000225831CCL2830
ENSP00000227507CCND1842
ENSP00000228606CYP27B1904
ENSP00000229416GCLC800
ENSP00000231454IL5828
ENSP00000237837FGF23990
ENSP00000239849TNFSF11905
ENSP00000251849RAF1700
ENSP00000254657PER2815
ENSP00000258743IL6902
ENSP00000260010TLR2904
ENSP00000260433CYP19A1917
ENSP00000260682CYP2C9742
ENSP00000266970CDK2943
ENSP00000272190REN878
ENSP00000273145ACKR2835
ENSP00000274520IL9800
ENSP00000282091PTH986
ENSP00000295453ALPPL2801
ENSP00000296545IL15871
ENSP00000301691SOST849
ENSP00000306512IL8838
ENSP00000309103BAD700
ENSP00000309757LPL814
ENSP00000311032CASP3798
ENSP00000312652LEP886
ENSP00000320709ADIPOQ868
ENSP00000324648CYP2B6842
ENSP00000331746CALCA742
ENSP00000334592CYP2R1994
ENSP00000336528NR1I2830
ENSP00000337915CYP3A4815
ENSP00000339804TSLP824
ENSP00000341285HNRNPA1L2727
ENSP00000341826HNRNPA1727
ENSP00000345344CTSL834
ENSP00000350256CCR9817
ENSP00000353094SDF4917
ENSP00000353820CYP2D6742
ENSP00000353874TLR9854
ENSP00000354558MTOR733
ENSP00000357255BGLAP996
ENSP00000358323TXNIP845
ENSP00000358525NGF786
ENSP00000360493RUNX2870
ENSP00000361125VEGFA833
ENSP00000361405MMP9829
ENSP00000363089TLR4879
ENSP00000363965ALPL805
ENSP00000369442KL917
ENSP00000369547S100G902
ENSP00000369699TMEM27800
ENSP00000369757RPS6700
ENSP00000370343IRF4800
ENSP00000370473IGFBP3865
ENSP00000375881ALPP801
ENSP00000378517SPP1885
ENSP00000412237IL10898
ENSP00000417517854
ENSP00000419970POR900
ENSP00000421725GC979
ENSP00000447173VDR996
ENSP00000458149CAMP891
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.