Ligand profile

CHEMBL5757695

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02726 — S-adenosylmethionine synthase

Via homolog UniProt P31153 Formula C₁₈H₁₆ClN₃O₂

pchembl 6.46 ~346.7 nM

Mol. weight 341.80 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5757695
UniProt (similar protein): P31153
pchembl: 6.460 (~346.7 nM)
Target protein: KP13_02726

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 341.80 Da

LogP (Crippen) 2.88

H-bond donors 0

H-bond acceptors 5

TPSA 47.36 Å²

Rotatable bonds 2

Aromatic rings 3 / 4

Heavy atoms 24

Fraction sp³ C 0.22

Formula C₁₈H₁₆ClN₃O₂

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 47.4
−1 ≤ LogP ≤ 5 2.88

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 341.8
LogP ≤ 5 2.88
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 47.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=c1nc(N2CCOCC2)c2ccc(Cl)cc2n1-c1ccccc1

InChI

InChI=1S/C18H16ClN3O2/c19-13-6-7-15-16(12-13)22(14-4-2-1-3-5-14)18(23)20-17(15)21-8-10-24-11-9-21/h1-7,12H,8-11H2

InChIKey

UOKVZXBPBPIDSE-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
Activity: 1062412
Curation: pdb_similarity_tanimoto
Binding sites: PF00438' 'PF02772' 'PF02773

External resources

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

ChEMBL ChEMBL compound CHEMBL5757695 →
UniProt UniProt P31153 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5757695”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02726.

PDB 20

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

Ligand PDB entry

ChEMBL 99

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)