Ligand profile

CHEMBL4760983

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31955 — putative glutathione peroxidase

Via homolog UniProt P36969 Formula C₂₇H₂₉ClN₂O₃SSi
pchembl 6.68 ~208.9 nM
Mol. weight 525.15 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4760983
UniProt (similar protein)
P36969
pchembl
6.680 (~208.9 nM)
Target protein
KP13_31955

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 525.15 Da
LogP (Crippen) 5.72
H-bond donors 1
H-bond acceptors 4
TPSA 58.64 Ų
Rotatable bonds 8
Aromatic rings 3 / 3
Heavy atoms 35
Fraction sp³ C 0.26
Formula C₂₇H₂₉ClN₂O₃SSi

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 58.6
  • −1 ≤ LogP ≤ 5 5.72
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 525.1
  • LogP ≤ 5 5.72
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 58.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(N(C(=O)C#C[Si](C)(C)C)C(C(=O)NCCc2ccccc2)c2cccs2)cc1Cl
InChI 
InChI=1S/C27H29ClN2O3SSi/c1-33-23-13-12-21(19-22(23)28)30(25(31)15-18-35(2,3)4)26(24-11-8-17-34-24)27(32)29-16-14-20-9-6-5-7-10-20/h5-13,17,19,26H,14,16H2,1-4H3,(H,29,32)
InChIKey 
BVTWNCLPYQNFLW-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
Binding sites
PF00255

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_31955.

PDB 3

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

Ligand PDB entry

ChEMBL 52

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)