Ligand profile

ZINC2382315817

Virtual-screening candidate from ZINC.

Bound to: KP13_05106 — putative dioxygenase

Via homolog UniProt Q6EZB3 Formula C₂₀H₂₇NO₄
Tanimoto 0.72
Mol. weight 345.44 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2382315817
UniProt (similar protein)
Q6EZB3
Tanimoto
0.723
Target protein
KP13_05106

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 345.44 Da
LogP (Crippen) 2.89
H-bond donors 0
H-bond acceptors 5
TPSA 55.84 Ų
Rotatable bonds 6
Aromatic rings 1 / 3
Heavy atoms 25
Fraction sp³ C 0.60
Formula C₂₀H₂₇NO₄

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 55.8
  • −1 ≤ LogP ≤ 5 2.89
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 345.4
  • LogP ≤ 5 2.89
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 55.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC(=O)OC[C@H](C(=O)O[C@H]1C[C@@H]2CC[C@H](C1)N2C)c1ccccc1
InChI 
InChI=1S/C20H27NO4/c1-3-19(22)24-13-18(14-7-5-4-6-8-14)20(23)25-17-11-15-9-10-16(12-17)21(15)2/h4-8,15-18H,3,9-13H2,1-2H3/t15-,16+,17-,18-/m0/s1
InChIKey 
WGQOUDPBYNQAPB-MHORFTMASA-N

Provenance

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

Method
LigQ nearest_k
Query
HYO
Homolog
Q6EZB3

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_05106.

PDB 28

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)