IMPPAT Phytochemical information: 
Dibutyl phthalate
Dibutyl phthalate
Summary

SMILES: CCCCOC(=O)c1ccccc1C(=O)OCCCC
InChI: InChI=1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3
InChIKey: DOIRQSBPFJWKBE-UHFFFAOYSA-N
DeepSMILES: CCCCOC=O)cccccc6C=O)OCCCC
Scaffold Graph/Node/Bond level: c1ccccc1
Scaffold Graph/Node level: C1CCCCC1
Scaffold Graph level: C1CCCCC1
Functional groups: cC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Benzene and substituted derivatives
ClassyFire Subclass: Benzoic acids and derivatives
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Phenolic acids (C6-C1)
NP Classifier Class: Shikimic acids and derivatives|Simple phenolic acids
Synonymous chemical names:
buthyl phthalate, butyl phthalate, di-n-butyl phthalate, dibutvl dhthalate, dibutyl phthalate, dibutyl phthalate, dibutyl phthalate18.84, dibutyl phthalateb, dibutylphthalate, n-butyl phthalate
External chemical identifiers:
CID:3026; ChEMBL:CHEMBL272485; ChEBI:34687; ZINC:ZINC000001693431; FDASRS:2286E5R2KE; SureChEMBL:SCHEMBL24051; MolPort-003-665-474
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dibutyl phthalate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 278.35
Log P RDKit 3.6
Topological polar surface area (Å2) RDKit 52.6
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 4
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
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 8
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.5
Number of rotatable bonds RDKit 10
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 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 1
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 1
Dibutyl phthalate
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.5383
Dibutyl phthalate
ADMET 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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.8
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 1.0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Dibutyl phthalate
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000206249ESR1728
ENSP00000258743IL6700
ENSP00000262209TRPA1700
ENSP00000270202AKT1700
ENSP00000275493EGFR700
ENSP00000312286PLA2G1B794
ENSP00000314151KLK3700
ENSP00000316786HSD11B2700
ENSP00000318820TPO700
ENSP00000324806GSK3B700
ENSP00000334061HDAC6700
ENSP00000336528NR1I2700
ENSP00000350941SRC700
ENSP00000356958NR1I3938
ENSP00000361125VEGFA700
ENSP00000363822AR734
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.