Ligand profile

ZINC95938319

Virtual-screening candidate from ZINC.

Bound to: KP13_31914 — Fumarate hydratase class II

Via homolog UniProt P05042 Formula C₁₀H₈N₂O₆
Tanimoto 0.71
Mol. weight 252.18 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC95938319
UniProt (similar protein)
P05042
Tanimoto
0.706
Target protein
KP13_31914

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 252.18 Da
LogP (Crippen) 0.85
H-bond donors 6
H-bond acceptors 4
TPSA 162.76 Ų
Rotatable bonds 4
Aromatic rings 1 / 1
Heavy atoms 18
Fraction sp³ C 0.00
Formula C₁₀H₈N₂O₆

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 162.8
  • −1 ≤ LogP ≤ 5 0.85
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 252.2
  • LogP ≤ 5 0.85
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 162.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N=C(O)c1cc(C(=N)O)c(C(=O)O)cc1C(=O)O
InChI 
InChI=1S/C10H8N2O6/c11-7(13)3-1-4(8(12)14)6(10(17)18)2-5(3)9(15)16/h1-2H,(H2,11,13)(H2,12,14)(H,15,16)(H,17,18)
InChIKey 
VBGLAHNCYJVFHL-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
PMA
Homolog
P05042

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_31914.

PDB 9

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

Ligand PDB entry

ZINC 49

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

Compound Similarity (Tanimoto)