Ligand profile

ZINC4866352

Virtual-screening candidate from ZINC.

Bound to: KP13_05015 — Fumarate hydratase class I, aerobic

Via homolog UniProt E9AE57 Formula C₁₂H₁₄N₂O₆
Tanimoto 0.50
Mol. weight 282.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4866352
UniProt (similar protein)
E9AE57
Tanimoto
0.500
Target protein
KP13_05015

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 282.25 Da
LogP (Crippen) -1.06
H-bond donors 2
H-bond acceptors 4
TPSA 115.22 Ų
Rotatable bonds 4
Aromatic rings 0 / 1
Heavy atoms 20
Fraction sp³ C 0.33
Formula C₁₂H₁₄N₂O₆

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 115.2
  • −1 ≤ LogP ≤ 5 -1.06
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 282.3
  • LogP ≤ 5 -1.06
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 115.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)/C=C/C(=O)N1CCN(C(=O)/C=C/C(=O)O)CC1
InChI 
InChI=1S/C12H14N2O6/c15-9(1-3-11(17)18)13-5-7-14(8-6-13)10(16)2-4-12(19)20/h1-4H,5-8H2,(H,17,18)(H,19,20)/b3-1+,4-2+
InChIKey 
HOIDOFIZVWXXMG-ZPUQHVIOSA-N

Provenance

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

Method
LigQ nearest_k
Query
FUM
Homolog
E9AE57

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_05015.

PDB 6

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

Ligand PDB entry

ZINC 40

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

Compound Similarity (Tanimoto)