Ligand profile

CHEMBL2272027

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00987 — NADH-quinone oxidoreductase subunit H

Via homolog UniProt P03887 Formula C₃₃H₄₁NO₆
pchembl 6.21 ~616.6 nM
Mol. weight 547.69 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2272027
UniProt (similar protein)
P03887
pchembl
6.210 (~616.6 nM)
Target protein
KP13_00987

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 547.69 Da
LogP (Crippen) 6.77
H-bond donors 0
H-bond acceptors 6
TPSA 82.14 Ų
Rotatable bonds 12
Aromatic rings 2 / 3
Heavy atoms 40
Fraction sp³ C 0.42
Formula C₃₃H₄₁NO₆

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 82.1
  • −1 ≤ LogP ≤ 5 6.77
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 547.7
  • LogP ≤ 5 6.77
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 82.1
PAINS Alert

Matches PAINS filter: quinone_A(370). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC1=C(OC)C(=O)C(CCCCCCN(C)C(=O)c2ccc(Oc3ccc(C(C)(C)C)cc3)cc2)=C(C)C1=O
InChI 
InChI=1S/C33H41NO6/c1-22-27(29(36)31(39-7)30(38-6)28(22)35)12-10-8-9-11-21-34(5)32(37)23-13-17-25(18-14-23)40-26-19-15-24(16-20-26)33(2,3)4/h13-20H,8-12,21H2,1-7H3
InChIKey 
AHZRATHNZGOJJY-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)