Ligand profile

ZINC17835620

Virtual-screening candidate from ZINC.

Bound to: KP13_01394 — Protein pemK

Via homolog UniProt P0AE70 Formula C₂₂H₁₆N₄O₄
Tanimoto 0.62
Mol. weight 400.39 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC17835620
UniProt (similar protein)
P0AE70
Tanimoto
0.625
Target protein
KP13_01394

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 400.39 Da
LogP (Crippen) 1.94
H-bond donors 1
H-bond acceptors 7
TPSA 100.96 Ų
Rotatable bonds 4
Aromatic rings 3 / 5
Heavy atoms 30
Fraction sp³ C 0.14
Formula C₂₂H₁₆N₄O₄

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 101.0
  • −1 ≤ LogP ≤ 5 1.94
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 400.4
  • LogP ≤ 5 1.94
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 101.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccccc1N1C(=O)[C@H]2NN=C(C(=O)c3ccc4ccccc4n3)[C@H]2C1=O
InChI 
InChI=1S/C22H16N4O4/c1-30-16-9-5-4-8-15(16)26-21(28)17-18(24-25-19(17)22(26)29)20(27)14-11-10-12-6-2-3-7-13(12)23-14/h2-11,17,19,25H,1H3/t17-,19+/m1/s1
InChIKey 
XHPDLJLDTWRXJI-MJGOQNOKSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL1324227
Homolog
P0AE70

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_01394.

PDB 2

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

Ligand PDB entry

ChEMBL 1

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

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

Compound Similarity (Tanimoto)