IMPPAT Phytochemical information: 
Phytosphingosine
Phytosphingosine
Summary

SMILES: CCCCCCCCCCCCCC[C@H]([C@H]([C@H](CO)N)O)O
InChI: InChI=1S/C18H39NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(21)18(22)16(19)15-20/h16-18,20-22H,2-15,19H2,1H3/t16-,17+,18-/m0/s1
InChIKey: AERBNCYCJBRYDG-KSZLIROESA-N
DeepSMILES: CCCCCCCCCCCCCC[C@H][C@H][C@H]CO))N))O))O
Functional groups: CN; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic nitrogen compounds
ClassyFire Class: Organonitrogen compounds
ClassyFire Subclass: Amines
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Sphingolipids
NP Classifier Class: Sphingoid bases
Synonymous chemical names:
phytosphingosine
External chemical identifiers:
CID:122121; ChEMBL:CHEMBL236036; ChEBI:46961; ZINC:ZINC000008437018; FDASRS:GIN46U9Q2Q; SureChEMBL:SCHEMBL20110; MolPort-003-959-216
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Phytosphingosine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 317.51
Log P RDKit 3.12
Topological polar surface area (Å2) RDKit 86.71
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 22
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.17
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 1
Number of rotatable bonds RDKit 16
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 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
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 0
Phytosphingosine
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 Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.3294
Phytosphingosine
ADMET 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 High
Log Kp (Skin permeation, cm/s) SwissADME -4.94
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Phytosphingosine
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000245222SPHK2914
ENSP00000251363CERS4815
ENSP00000271688CERS2828
ENSP00000284382CERS3828
ENSP00000301452ACER1824
ENSP00000306579CERS6820
ENSP00000313681SPHK1926
ENSP00000325485CERS5820
ENSP00000342609ACER2824
ENSP00000355759PARP1700
ENSP00000371152ASAH1912
ENSP00000378897ASAH2909
ENSP00000402697CERS1825
ENSP00000434480ACER3945
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.