Ligand profile

CHEMBL2269636

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02575 — Formate hydrogenlyase subunit 4

Via homolog UniProt P03887 Formula C₁₅H₂₄N₂O₃
pchembl 6.57 ~269.2 nM
Mol. weight 280.37 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2269636
UniProt (similar protein)
P03887
pchembl
6.570 (~269.2 nM)
Target protein
KP13_02575

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 280.37 Da
LogP (Crippen) 3.04
H-bond donors 1
H-bond acceptors 4
TPSA 62.13 Ų
Rotatable bonds 6
Aromatic rings 0 / 2
Heavy atoms 20
Fraction sp³ C 0.73
Formula C₁₅H₂₄N₂O₃

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 62.1
  • −1 ≤ LogP ≤ 5 3.04
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 280.4
  • LogP ≤ 5 3.04
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 62.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCC1=C(C)C(=O)N2CC/C(=N\O)C2O1
InChI 
InChI=1S/C15H24N2O3/c1-3-4-5-6-7-8-13-11(2)14(18)17-10-9-12(16-19)15(17)20-13/h15,19H,3-10H2,1-2H3/b16-12+
InChIKey 
SWUOMOKIAMYJDN-FOWTUZBSSA-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
PF00146

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_02575.

PDB 23

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

Ligand PDB entry

ChEMBL 28

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)