IMPPAT Phytochemical information: 
Dipyridamole
Dipyridamole
Summary

SMILES: OCCN(c1nc(N2CCCCC2)c2c(n1)c(nc(n2)N(CCO)CCO)N1CCCCC1)CCO
InChI: InChI=1S/C24H40N8O4/c33-15-11-31(12-16-34)23-26-20-19(21(27-23)29-7-3-1-4-8-29)25-24(32(13-17-35)14-18-36)28-22(20)30-9-5-2-6-10-30/h33-36H,1-18H2
InChIKey: IZEKFCXSFNUWAM-UHFFFAOYSA-N
DeepSMILES: OCCNcncNCCCCC6))))))ccn6)cncn6)NCCO)))CCO))))))NCCCCC6))))))))))))CCO
Scaffold Graph/Node/Bond level: c1nc(N2CCCCC2)c2ncnc(N3CCCCC3)c2n1
Scaffold Graph/Node level: C1CCN(C2NCNC3C2NCNC3N2CCCCC2)CC1
Scaffold Graph level: C1CCC(C2CCCC3C(C4CCCCC4)CCCC23)CC1
Functional groups: CO; cN(C)C; cnc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic nitrogen compounds
ClassyFire Class: Organonitrogen compounds
ClassyFire Subclass: Amines
NP Classifier Biosynthetic pathway: Alkaloids
Synonymous chemical names:
prandiol
External chemical identifiers:
CID:CID_3108; ChEMBL:CHEMBL932; ChEBI:CHEBI:4653; ZINC:ZINC000000643046; FDASRS:64ALC7F90C; SureChEMBL:SCHEMBL16119; MolPort-001-792-504
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Dipyridamole
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 504.64
Log P RDKit -0.02
Topological polar surface area (Å2) RDKit 145.44
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 8
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 6
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.75
Number of rotatable bonds RDKit 12
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 2
Number of aromatic rings RDKit 2
Total number of rings RDKit 4
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 4
Dipyridamole
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.308145
Dipyridamole
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.89
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes
Dipyridamole
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000350024SLC29A2930
ENSP00000258743IL6822
ENSP00000263817ABCB11700
ENSP00000270474PDE4A848
ENSP00000286621ADK948
ENSP00000311032CASP3700
ENSP00000334145F3842
ENSP00000337459NOS1786
ENSP00000347046PDE5A900
ENSP00000353483MAPK8700
ENSP00000358327CASP7700
ENSP00000359663CD40LG728
ENSP00000360773SLC29A1985
ENSP00000361125VEGFA729
ENSP00000361405MMP9800
ENSP00000252723EPO800
ENSP00000361965ADA881
ENSP00000387123ALDH7A1838
ENSP00000366084ABCC4759
ENSP00000220809PLAT726
ENSP00000398698TNF800
ENSP00000438284PDE10A850
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.