Ligand profile

ZINC36610867

Virtual-screening candidate from ZINC.

Bound to: KP13_03396 — 2,3-dihydro-2,3-dihydroxybenzoate dehydrogenase

Via homolog UniProt G5EGA6 Formula C₂₆H₁₄N₄O₄
Tanimoto 0.57
Mol. weight 446.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC36610867
UniProt (similar protein)
G5EGA6
Tanimoto
0.571
Target protein
KP13_03396

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 446.42 Da
LogP (Crippen) 3.32
H-bond donors 4
H-bond acceptors 4
TPSA 116.40 Ų
Rotatable bonds 0
Aromatic rings 3 / 7
Heavy atoms 34
Fraction sp³ C 0.00
Formula C₂₆H₁₄N₄O₄

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 116.4
  • −1 ≤ LogP ≤ 5 3.32
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 446.4
  • LogP ≤ 5 3.32
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 0
  • TPSA ≤ 140 Ų 116.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1Nc2ccccc2/C1=C1\C(=O)Nc2cc3c(cc21)NC(=O)/C3=C1/C(=O)Nc2ccccc21
InChI 
InChI=1S/C26H14N4O4/c31-23-19(11-5-1-3-7-15(11)27-23)21-13-9-18-14(10-17(13)29-25(21)33)22(26(34)30-18)20-12-6-2-4-8-16(12)28-24(20)32/h1-10H,(H,27,31)(H,28,32)(H,29,33)(H,30,34)/b21-19+,22-20+
InChIKey 
MSKGXOCUWLUZQA-FLFKKZLDSA-N

Provenance

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

Method
LigQ nearest_k
Query
ISN
Homolog
G5EGA6

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_03396.

PDB 7

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)