Ligand profile

ZINC45068942

Virtual-screening candidate from ZINC.

Bound to: KP13_05339 — Aconitate hydratase 1

Via homolog UniProt P16276 Formula C₁₂H₁₂O₆
Tanimoto 0.52
Mol. weight 252.22 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC45068942
UniProt (similar protein)
P16276
Tanimoto
0.519
Target protein
KP13_05339

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 252.22 Da
LogP (Crippen) 1.14
H-bond donors 3
H-bond acceptors 4
TPSA 111.90 Ų
Rotatable bonds 6
Aromatic rings 1 / 1
Heavy atoms 18
Fraction sp³ C 0.25
Formula C₁₂H₁₂O₆

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 111.9
  • −1 ≤ LogP ≤ 5 1.14
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 252.2
  • LogP ≤ 5 1.14
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 111.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)C[C@@H](CC(=O)c1ccc(O)cc1)C(=O)O
InChI 
InChI=1S/C12H12O6/c13-9-3-1-7(2-4-9)10(14)5-8(12(17)18)6-11(15)16/h1-4,8,13H,5-6H2,(H,15,16)(H,17,18)/t8-/m1/s1
InChIKey 
CTKSEGYWZZHEPS-MRVPVSSYSA-N

Provenance

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

Method
LigQ nearest_k
Query
TRC
Homolog
P16276

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to KP13_05339.

PDB 11

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

Ligand PDB entry

ZINC 13

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

Compound Similarity (Tanimoto)