Ligand profile

CHEMBL160446

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05055 — S-formylglutathione hydrolase

Via homolog UniProt Q9GJT2 Formula C₂₅H₃₈N₄O₁₀
pchembl 6.89 ~128.8 nM
Mol. weight 554.60 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL160446
UniProt (similar protein)
Q9GJT2
pchembl
6.890 (~128.8 nM)
Target protein
KP13_05055

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 554.60 Da
LogP (Crippen) -0.34
H-bond donors 3
H-bond acceptors 10
TPSA 186.51 Ų
Rotatable bonds 12
Aromatic rings 0 / 1
Heavy atoms 39
Fraction sp³ C 0.64
Formula C₂₅H₃₈N₄O₁₀

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 186.5
  • −1 ≤ LogP ≤ 5 -0.34
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 554.6
  • LogP ≤ 5 -0.34
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 186.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)CCC(=O)N[C@@H](C)C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N/C(=C(/OC(C)=O)C(=O)OC)C(C)C
InChI 
InChI=1S/C25H38N4O10/c1-13(2)20(21(25(36)38-7)39-16(5)30)28-23(34)17-9-8-12-29(17)24(35)15(4)27-22(33)14(3)26-18(31)10-11-19(32)37-6/h13-15,17H,8-12H2,1-7H3,(H,26,31)(H,27,33)(H,28,34)/b21-20+/t14-,15-,17-/m0/s1
InChIKey 
HTZHCXXTTZUZAA-IEYMRNNSSA-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)