IMPPAT Phytochemical information: 
6-Amino-4-hydroxy-2-naphthalenesulfonic acid
6-Amino-4-hydroxy-2-naphthalenesulfonic acid
Summary

SMILES: Nc1ccc2c(c1)c(O)cc(c2)S(=O)(=O)O
InChI: InChI=1S/C10H9NO4S/c11-7-2-1-6-3-8(16(13,14)15)5-10(12)9(6)4-7/h1-5,12H,11H2,(H,13,14,15)
InChIKey: HBZVNWNSRNTWPS-UHFFFAOYSA-N
DeepSMILES: Ncccccc6)cO)ccc6)S=O)=O)O
Scaffold Graph/Node/Bond level: c1ccc2ccccc2c1
Scaffold Graph/Node level: C1CCC2CCCCC2C1
Scaffold Graph level: C1CCC2CCCCC2C1
Functional groups: cN; cO; cS(=O)(=O)O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Benzenoids
ClassyFire Class: Naphthalenes
ClassyFire Subclass: Naphthalene sulfonic acids and derivatives
NP Classifier Biosynthetic pathway: Polyketides
Synonymous chemical names:
gamma-acid
External chemical identifiers:
CID:CID_7022; ChEMBL:CHEMBL3087995; ZINC:ZINC000001648146; FDASRS:0PLB93P56X; SureChEMBL:SCHEMBL156692; MolPort-001-793-002
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
6-Amino-4-hydroxy-2-naphthalenesulfonic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 239.25
Log P RDKit 1.37
Topological polar surface area (Å2) RDKit 100.62
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 16
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 1
Number of sulfur atoms RDKit 1
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 10
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 2
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 2
6-Amino-4-hydroxy-2-naphthalenesulfonic acid
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 Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.51516
6-Amino-4-hydroxy-2-naphthalenesulfonic acid
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.37
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 No