IMPPAT Phytochemical information: 
Pulcherosine
Pulcherosine
Summary

SMILES: OC(=O)C(Cc1cc(Oc2ccc(cc2)CC(C(=O)O)N)c(c(c1)c1cc(ccc1O)CC(C(=O)O)N)O)N
InChI: InChI=1S/C27H29N3O9/c28-19(25(33)34)9-13-1-4-16(5-2-13)39-23-12-15(11-21(30)27(37)38)8-18(24(23)32)17-7-14(3-6-22(17)31)10-20(29)26(35)36/h1-8,12,19-21,31-32H,9-11,28-30H2,(H,33,34)(H,35,36)(H,37,38)
InChIKey: YLKSMWKXSSBSNR-UHFFFAOYSA-N
DeepSMILES: OC=O)CCcccOcccccc6))CCC=O)O))N))))))))ccc6)cccccc6O))))CCC=O)O))N)))))))O))))))N
Scaffold Graph/Node/Bond level: c1ccc(Oc2cccc(-c3ccccc3)c2)cc1
Scaffold Graph/Node level: C1CCC(OC2CCCC(C3CCCCC3)C2)CC1
Scaffold Graph level: C1CCC(CC2CCCC(C3CCCCC3)C2)CC1
Functional groups: CC(=O)O; CN; cO; cOc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Amino acids, peptides, and analogues
NP Classifier Biosynthetic pathway: Amino acids and Peptides
NP Classifier Superclass: Small peptides
NP Classifier Class: Aminoacids
Synonymous chemical names:
pulcherosine
External chemical identifiers:
CID:CID_124402
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pulcherosine
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 539.54
Log P RDKit 1.42
Topological polar surface area (Å2) RDKit 239.65
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 27
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 3
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.11
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 21
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.22
Number of rotatable bonds RDKit 12
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 0
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
Pulcherosine
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 2
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.16
Pulcherosine
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Highly 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 -13.59
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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