IMPPAT Phytochemical information: 
Tetramethylrosamine chloride

Tetramethylrosamine chloride
Summary

SMILES: CN(c1ccc2c(c1)oc1-c(c2c2ccccc2)ccc(=[N+](C)C)c1)C.[Cl-]
InChI: InChI=1S/C23H23N2O.ClH/c1-24(2)17-10-12-19-21(14-17)26-22-15-18(25(3)4)11-13-20(22)23(19)16-8-6-5-7-9-16;/h5-15H,1-4H3;1H/q+1;/p-1
InChIKey: KXVADGBQPMPMIQ-UHFFFAOYSA-M
DeepSMILES: CNcccccc6)oc-cc6cccccc6)))))))ccc=[N+]C)C))c6))))))))))))C.[Cl-]
Scaffold Graph/Node/Bond level: [NH2+]=c1ccc2c(-c3ccccc3)c3ccccc3oc-2c1
Scaffold Graph/Node level: NC1CCC2C(C1)OC1CCCCC1C2C1CCCCC1
Scaffold Graph level: CC1CCC2C(C1)CC1CCCCC1C2C1CCCCC1
Functional groups: coc; cN(C)C; [Cl-]; c=[N+](C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
Synonymous chemical names:
rosamine
External chemical identifiers:
CID:CID_2762680; ChEMBL:CHEMBL2203445; ChEBI:CHEBI:72443
Chemical structure download


Tetramethylrosamine chloride
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 378.9
Log P RDKit 1.31
Topological polar surface area (Å2) RDKit 19.39
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 4
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 4
Shape complexity RDKit 0.17
Number of rotatable bonds RDKit 2
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
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


Tetramethylrosamine chloride
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.39


Tetramethylrosamine chloride
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -7.84
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