Ligand profile

CHEMBL3322551

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04751 — Adenosylhomocysteinase

Via homolog UniProt P23526 Formula C₃₃H₃₈Cl₂N₄O₃

pchembl 6.48 ~331.1 nM

Mol. weight 609.60 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3322551
UniProt (similar protein): P23526
pchembl: 6.480 (~331.1 nM)
Target protein: KP13_04751

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 609.60 Da

LogP (Crippen) 5.82

H-bond donors 1

H-bond acceptors 5

TPSA 65.12 Å²

Rotatable bonds 12

Aromatic rings 3 / 5

Heavy atoms 42

Fraction sp³ C 0.39

Formula C₃₃H₃₈Cl₂N₄O₃

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 65.1
−1 ≤ LogP ≤ 5 5.82

Lipinski's Rule of Five Fail 2 violations

MW ≤ 500 Da 609.6
LogP ≤ 5 5.82
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Fail

Rotatable bonds ≤ 10 12
TPSA ≤ 140 Å² 65.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN(C(=O)CN(CC(=O)NCCCN1CCCC1)c1cc(Cl)ccc1Oc1ccc(Cl)cc1)C1Cc2ccccc2C1

InChI

InChI=1S/C33H38Cl2N4O3/c1-37(28-19-24-7-2-3-8-25(24)20-28)33(41)23-39(22-32(40)36-15-6-18-38-16-4-5-17-38)30-21-27(35)11-14-31(30)42-29-12-9-26(34)10-13-29/h2-3,7-14,21,28H,4-6,15-20,22-23H2,1H3,(H,36,40)

InChIKey

VJRYTFIMTIJWJW-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
Curation: pdb_similarity_tanimoto
Binding sites: PF00670' 'PF05221

External resources

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

ChEMBL ChEMBL compound CHEMBL3322551 →
UniProt UniProt P23526 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3322551”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04751.

PDB 7

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)