Ligand profile

CHEMBL2273116

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00987 — NADH-quinone oxidoreductase subunit H

Via homolog UniProt P03887 Formula C₂₆H₂₉NO₄
pchembl 7.03 ~93.3 nM
Mol. weight 419.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2273116
UniProt (similar protein)
P03887
pchembl
7.030 (~93.3 nM)
Target protein
KP13_00987

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 419.52 Da
LogP (Crippen) 5.72
H-bond donors 1
H-bond acceptors 4
TPSA 56.79 Ų
Rotatable bonds 7
Aromatic rings 3 / 3
Heavy atoms 31
Fraction sp³ C 0.27
Formula C₂₆H₂₉NO₄

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 56.8
  • −1 ≤ LogP ≤ 5 5.72
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 419.5
  • LogP ≤ 5 5.72
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 56.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(CNC(=O)c2ccc(Oc3ccc(C(C)(C)C)cc3)cc2)cc1OC
InChI 
InChI=1S/C26H29NO4/c1-26(2,3)20-9-13-22(14-10-20)31-21-11-7-19(8-12-21)25(28)27-17-18-6-15-23(29-4)24(16-18)30-5/h6-16H,17H2,1-5H3,(H,27,28)
InChIKey 
KGLXEKGIOSGJBJ-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
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_00987.

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)