Ligand profile

ZINC4894119

Virtual-screening candidate from ZINC.

Bound to: KP13_03796 — dTDP-4-dehydrorhamnose reductase in cps region

Via homolog UniProt P9WH09 Formula C₂₁H₁₆O₆
Tanimoto 0.67
Mol. weight 364.35 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4894119
UniProt (similar protein)
P9WH09
Tanimoto
0.667
Target protein
KP13_03796

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 364.35 Da
LogP (Crippen) 4.08
H-bond donors 3
H-bond acceptors 6
TPSA 100.13 Ų
Rotatable bonds 3
Aromatic rings 2 / 4
Heavy atoms 27
Fraction sp³ C 0.10
Formula C₂₁H₁₆O₆

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 100.1
  • −1 ≤ LogP ≤ 5 4.08
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 364.4
  • LogP ≤ 5 4.08
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 100.1
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 
CCOc1ccc(-c2c3cc(O)c(=O)cc-3oc3cc(O)c(O)cc23)cc1
InChI 
InChI=1S/C21H16O6/c1-2-26-12-5-3-11(4-6-12)21-13-7-15(22)17(24)9-19(13)27-20-10-18(25)16(23)8-14(20)21/h3-10,22-24H,2H2,1H3
InChIKey 
FCOODAKSLRQBIM-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
CHEMBL375328
Homolog
P9WH09

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_03796.

PDB 3

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

Ligand PDB entry

ChEMBL 2

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)