Ligand profile

CHEMBL5271689

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02898 — Acetoin:2,6-dichlorophenolindophenol oxidoreductase, alpha subunit

Via homolog UniProt P29804 Formula C₂₁H₂₅N₉O

pchembl 7.52 ~30.2 nM

Mol. weight 419.49 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5271689
UniProt (similar protein): P29804
pchembl: 7.520 (~30.2 nM)
Target protein: KP13_02898

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 419.49 Da

LogP (Crippen) 2.30

H-bond donors 1

H-bond acceptors 10

TPSA 122.45 Å²

Rotatable bonds 9

Aromatic rings 4 / 4

Heavy atoms 31

Fraction sp³ C 0.33

Formula C₂₁H₂₅N₉O

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

TPSA ≤ 90 Å² 122.5
−1 ≤ LogP ≤ 5 2.30

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 419.5
LogP ≤ 5 2.30
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 10

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 122.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(-c2cn(CCCCc3cn(Cc4cnc(C)nc4N)nn3)nn2)cc1

InChI

InChI=1S/C21H25N9O/c1-15-23-11-17(21(22)24-15)12-30-13-18(25-27-30)5-3-4-10-29-14-20(26-28-29)16-6-8-19(31-2)9-7-16/h6-9,11,13-14H,3-5,10,12H2,1-2H3,(H2,22,23,24)

InChIKey

AJOLSOLOCKBPGP-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: PF00676

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL5271689 →
UniProt UniProt P29804 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5271689”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02898.

PDB 7

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

Ligand PDB entry

ChEMBL 15

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)