IMPPAT Phytochemical information: 
Cyanine

Cyanine
Summary

SMILES: CC(CCN1C=C/C(=C\c2cc[n+](c3c2cccc3)CCC(C)C)/c2c1cccc2)C.[I-]
InChI: InChI=1S/C29H35N2.HI/c1-22(2)13-17-30-19-15-24(26-9-5-7-11-28(26)30)21-25-16-20-31(18-14-23(3)4)29-12-8-6-10-27(25)29;/h5-12,15-16,19-23H,13-14,17-18H2,1-4H3;1H/q+1;/p-1
InChIKey: QGKMIGUHVLGJBR-UHFFFAOYSA-M
DeepSMILES: CCCCNC=C/C=C\ccc[n+]cc6cccc6))))))CCCC)C)))))))))/cc6cccc6))))))))))))C.[I-]
Scaffold Graph/Node/Bond level: C1=CC(=Cc2cc[nH+]c3ccccc23)c2ccccc2N1
Scaffold Graph/Node level: C1CCC2C(CC3CCNC4CCCCC34)CCNC2C1
Scaffold Graph level: C1CCC2C(C1)CCCC2CC1CCCC2CCCCC21
Functional groups: c/C=C1\C=CN(C)cc1; c[n+](C)c; [I-]
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Quinolines and derivatives
ClassyFire Subclass: Hydroquinolines
Synonymous chemical names:
cyanine
External chemical identifiers:
CID:CID_6436083; SureChEMBL:SCHEMBL4308109; MolPort-046-701-760
Chemical structure download


Cyanine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 538.52
Log P RDKit 4.1
Topological polar surface area (Å2) RDKit 7.12
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 32
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 2
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 19
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.34
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
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 4


Cyanine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.32


Cyanine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -3.45
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes