Ligand profile

CHEMBL2269635

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00987 — NADH-quinone oxidoreductase subunit H

Via homolog UniProt P03887 Formula C₂₂H₂₂N₂O₄

pchembl 6.04 ~912.0 nM

Mol. weight 378.43 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2269635
UniProt (similar protein): P03887
pchembl: 6.040 (~912.0 nM)
Target protein: KP13_00987

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 378.43 Da

LogP (Crippen) 4.28

H-bond donors 1

H-bond acceptors 5

TPSA 71.36 Å²

Rotatable bonds 4

Aromatic rings 2 / 4

Heavy atoms 28

Fraction sp³ C 0.27

Formula C₂₂H₂₂N₂O₄

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 71.4
−1 ≤ LogP ≤ 5 4.28

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 378.4
LogP ≤ 5 4.28
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 71.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC1=C(C(C)c2cccc(Oc3ccccc3)c2)OC2/C(=N/O)CCN2C1=O

InChI

InChI=1S/C22H22N2O4/c1-14(16-7-6-10-18(13-16)27-17-8-4-3-5-9-17)20-15(2)21(25)24-12-11-19(23-26)22(24)28-20/h3-10,13-14,22,26H,11-12H2,1-2H3/b23-19+

InChIKey

FCRGQYVKIZANDE-FCDQGJHFSA-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.

ChEMBL ChEMBL compound CHEMBL2269635 →
UniProt UniProt P03887 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2269635”) →

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)