Ligand profile

CHEMBL157404

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05055 — S-formylglutathione hydrolase

Via homolog UniProt Q9GJT2 Formula C₃₄H₄₀ClN₅O₁₁S
pchembl 7.89 ~12.9 nM
Mol. weight 762.24 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL157404
UniProt (similar protein)
Q9GJT2
pchembl
7.890 (~12.9 nM)
Target protein
KP13_05055

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 762.24 Da
LogP (Crippen) 1.79
H-bond donors 4
H-bond acceptors 11
TPSA 223.45 Ų
Rotatable bonds 13
Aromatic rings 2 / 3
Heavy atoms 52
Fraction sp³ C 0.38
Formula C₃₄H₄₀ClN₅O₁₁S

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 223.4
  • −1 ≤ LogP ≤ 5 1.79
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 762.2
  • LogP ≤ 5 1.79
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 223.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)/C(OC(C)=O)=C(\NC(=O)[C@@H]1CCCN1C(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)c1ccc(C(=O)NS(=O)(=O)c2ccc(Cl)cc2)cc1)C(C)C
InChI 
InChI=1S/C34H40ClN5O11S/c1-18(2)27(28(34(47)50-6)51-21(5)41)38-32(45)26-8-7-17-40(26)33(46)20(4)37-29(42)19(3)36-30(43)22-9-11-23(12-10-22)31(44)39-52(48,49)25-15-13-24(35)14-16-25/h9-16,18-20,26H,7-8,17H2,1-6H3,(H,36,43)(H,37,42)(H,38,45)(H,39,44)/b28-27+/t19-,20-,26-/m0/s1
InChIKey 
CMQGPOIKXLWVHT-BMGMVSBWSA-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
PF00756

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_05055.

PDB 2

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

Ligand PDB entry

ChEMBL 3

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)