Ligand profile

ZINC2049252024

Virtual-screening candidate from ZINC.

Bound to: KP13_03610 — Bifunctional protein UshA

Via homolog UniProt P21589 Formula C₂₁H₁₈O₁₁
Tanimoto 1.00
Mol. weight 446.36 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2049252024
UniProt (similar protein)
P21589
Tanimoto
1.000
Target protein
KP13_03610

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 446.36 Da
LogP (Crippen) 0.14
H-bond donors 6
H-bond acceptors 10
TPSA 187.12 Ų
Rotatable bonds 4
Aromatic rings 3 / 4
Heavy atoms 32
Fraction sp³ C 0.24
Formula C₂₁H₁₈O₁₁

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 187.1
  • −1 ≤ LogP ≤ 5 0.14
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 446.4
  • LogP ≤ 5 0.14
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 187.1
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)[C@@H]1O[C@@H](Oc2cc3oc(-c4ccccc4)cc(=O)c3c(O)c2O)[C@H](O)[C@H](O)[C@H]1O
InChI 
InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18-,19-,21-/m1/s1
InChIKey 
IKIIZLYTISPENI-DRJBRKBZSA-N

Provenance

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

Method
LigQ nearest_k
Query
0XE
Homolog
P21589

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_03610.

PDB 15

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

Ligand PDB entry

ChEMBL 100

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)