IMPPAT Phytochemical information: 
5,5'-Dicyano-2,2':5',2'-Terthienyl

5,5'-Dicyano-2,2':5',2'-Terthienyl
Summary

SMILES: N#Cc1ccc(s1)c1ccc(s1)c1ccc(s1)C#N
InChI: InChI=1S/C14H6N2S3/c15-7-9-1-3-11(17-9)13-5-6-14(19-13)12-4-2-10(8-16)18-12/h1-6H
InChIKey: ZUECXOWARJNKRK-UHFFFAOYSA-N
DeepSMILES: N#Cccccs5)ccccs5)ccccs5)C#N
Scaffold Graph/Node/Bond level: c1csc(-c2ccc(-c3cccs3)s2)c1
Scaffold Graph/Node level: C1CSC(C2CCC(C3CCCS3)S2)C1
Scaffold Graph level: C1CCC(C2CCC(C3CCCC3)C2)C1
Functional groups: cC#N; csc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Bi- and oligothiophenes
NP Classifier Biosynthetic pathway: Amino acids and Peptides|Shikimates and Phenylpropanoids
NP Classifier Superclass: Small peptides
NP Classifier Class: Aminoacids
Synonymous chemical names:
2,2',5,5'-terthienyl
External chemical identifiers:
CID:CID_11500375; SureChEMBL:SCHEMBL498595
Chemical structure download


5,5'-Dicyano-2,2':5',2'-Terthienyl
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 298.42
Log P RDKit 4.95
Topological polar surface area (Å2) RDKit 47.58
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 2
Number of sulfur atoms RDKit 3
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 2
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 2
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 3
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
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 3


5,5'-Dicyano-2,2':5',2'-Terthienyl
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.671816


5,5'-Dicyano-2,2':5',2'-Terthienyl
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -4.95
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes