Ligand profile

CHEMBL1729947

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02993 — Galactokinase

Via homolog UniProt P51570 Formula C₂₂H₁₇F₃N₄O₂
Mol. weight 426.40 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1729947
UniProt (similar protein)
P51570
Target protein
KP13_02993

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 426.40 Da
LogP (Crippen) 4.97
H-bond donors 2
H-bond acceptors 6
TPSA 79.52 Ų
Rotatable bonds 2
Aromatic rings 3 / 5
Heavy atoms 31
Fraction sp³ C 0.23
Formula C₂₂H₁₇F₃N₄O₂

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 79.5
  • −1 ≤ LogP ≤ 5 4.97
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 426.4
  • LogP ≤ 5 4.97
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 79.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1CCCC2=C1C(c1ccccc1C(F)(F)F)N=C(Nc1nc3ccccc3o1)N2
InChI 
InChI=1S/C22H17F3N4O2/c23-22(24,25)13-7-2-1-6-12(13)19-18-15(9-5-10-16(18)30)26-20(28-19)29-21-27-14-8-3-4-11-17(14)31-21/h1-4,6-8,11,19H,5,9-10H2,(H2,26,27,28,29)
InChIKey 
JPDWKLZTGQEFDM-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Activity
Active
Curation
pdb_similarity_tanimoto
Binding sites
PF00288

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_02993.

PDB 4

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

Ligand PDB entry

ChEMBL 9

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

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)