Ligand profile

CHEMBL1715948

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02993 — Galactokinase

Via homolog UniProt P51570 Formula C₂₀H₁₈N₄O₂S
Mol. weight 378.46 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1715948
UniProt (similar protein)
P51570
Target protein
KP13_02993

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 378.46 Da
LogP (Crippen) 4.32
H-bond donors 2
H-bond acceptors 7
TPSA 79.52 Ų
Rotatable bonds 2
Aromatic rings 3 / 5
Heavy atoms 27
Fraction sp³ C 0.25
Formula C₂₀H₁₈N₄O₂S

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 4.32
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 378.5
  • LogP ≤ 5 4.32
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
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 
Cc1ccc(C2N=C(Nc3nc4ccccc4o3)NC3=C2C(=O)CCC3)s1
InChI 
InChI=1S/C20H18N4O2S/c1-11-9-10-16(27-11)18-17-13(6-4-7-14(17)25)21-19(23-18)24-20-22-12-5-2-3-8-15(12)26-20/h2-3,5,8-10,18H,4,6-7H2,1H3,(H2,21,22,23,24)
InChIKey 
BKVMKQXBPBCYOA-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)