Ligand profile

ZINC1182224

Virtual-screening candidate from ZINC.

Bound to: VK055_4853 — 2-succinyl-5-enolpyruvyl-6-hydroxy-3- cyclohexene-1-carboxylic-acid synthase

Via homolog UniProt J7HAW4 Formula C₁₈H₂₂ClN₇O₄S
Tanimoto 0.56
Mol. weight 467.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC1182224
UniProt (similar protein)
J7HAW4
Tanimoto
0.562
Target protein
VK055_4853

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 467.94 Da
LogP (Crippen) 2.80
H-bond donors 2
H-bond acceptors 9
TPSA 138.77 Ų
Rotatable bonds 6
Aromatic rings 2 / 3
Heavy atoms 31
Fraction sp³ C 0.39
Formula C₁₈H₂₂ClN₇O₄S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 138.8
  • −1 ≤ LogP ≤ 5 2.80
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 467.9
  • LogP ≤ 5 2.80
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 138.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C)c1nc(NC(=O)NS(=O)(=O)c2ccccc2Cl)nc(ON=C2CCCCC2)n1
InChI 
InChI=1S/C18H22ClN7O4S/c1-26(2)16-20-15(22-18(23-16)30-24-12-8-4-3-5-9-12)21-17(27)25-31(28,29)14-11-7-6-10-13(14)19/h6-7,10-11H,3-5,8-9H2,1-2H3,(H2,20,21,22,23,25,27)
InChIKey 
RIHWERDFRWAJDB-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
1CS
Homolog
J7HAW4

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_4853.

PDB 6

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 2

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)