Ligand profile

ZINC5131772

Virtual-screening candidate from ZINC.

Bound to: KP13_05339 — Aconitate hydratase 1

Via homolog UniProt P16276 Formula C₅H₁₀O₁₀P₂
Tanimoto 0.50
Mol. weight 292.07 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC5131772
UniProt (similar protein)
P16276
Tanimoto
0.500
Target protein
KP13_05339

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 292.07 Da
LogP (Crippen) -1.16
H-bond donors 6
H-bond acceptors 4
TPSA 189.66 Ų
Rotatable bonds 6
Aromatic rings 0 / 0
Heavy atoms 17
Fraction sp³ C 0.60
Formula C₅H₁₀O₁₀P₂

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 189.7
  • −1 ≤ LogP ≤ 5 -1.16
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 292.1
  • LogP ≤ 5 -1.16
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 4
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 189.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)C[C@H](C(=O)O)C(P(=O)(O)O)P(=O)(O)O
InChI 
InChI=1S/C5H10O10P2/c6-3(7)1-2(4(8)9)5(16(10,11)12)17(13,14)15/h2,5H,1H2,(H,6,7)(H,8,9)(H2,10,11,12)(H2,13,14,15)/t2-/m1/s1
InChIKey 
LDTZSTJLVYBEKB-UWTATZPHSA-N

Provenance

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

Method
LigQ nearest_k
Query
ICT
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)