Ligand profile

CHEMBL5219390

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01121 — UDP-N-acetylglucosamine 1-carboxyvinyltransferase

Via homolog UniProt P0A749 Formula C₂₆H₂₁ClN₂O₅S
Mol. weight 508.98 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5219390
UniProt (similar protein)
P0A749
Target protein
KP13_01121

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 508.98 Da
LogP (Crippen) 6.45
H-bond donors 1
H-bond acceptors 7
TPSA 92.87 Ų
Rotatable bonds 4
Aromatic rings 4 / 5
Heavy atoms 35
Fraction sp³ C 0.19
Formula C₂₆H₂₁ClN₂O₅S

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 92.9
  • −1 ≤ LogP ≤ 5 6.45
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 509.0
  • LogP ≤ 5 6.45
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 92.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(C)OC(=O)C1=C(O)C(=O)N(c2nc3ccccc3s2)C1c1ccc(-c2ccc(Cl)cc2)o1
InChI 
InChI=1S/C26H21ClN2O5S/c1-26(2,3)34-24(32)20-21(18-13-12-17(33-18)14-8-10-15(27)11-9-14)29(23(31)22(20)30)25-28-16-6-4-5-7-19(16)35-25/h4-13,21,30H,1-3H3
InChIKey 
XKEHPAPOIOAUSS-UHFFFAOYSA-N

Provenance

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

Method
LigQ sequence
Source
ChEMBL
Activity
Active
Binding sites
PF00275

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_01121.

PDB 18

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

Ligand PDB entry

ChEMBL 5

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)