Ligand profile

CHEMBL3322545

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04751 — Adenosylhomocysteinase

Via homolog UniProt P23526 Formula C₂₉H₃₉Cl₂N₅O₅S

pchembl 6.64 ~229.1 nM

Mol. weight 640.63 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3322545
UniProt (similar protein): P23526
pchembl: 6.640 (~229.1 nM)
Target protein: KP13_04751

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 640.63 Da

LogP (Crippen) 3.69

H-bond donors 1

H-bond acceptors 7

TPSA 102.50 Å²

Rotatable bonds 12

Aromatic rings 2 / 4

Heavy atoms 42

Fraction sp³ C 0.52

Formula C₂₉H₃₉Cl₂N₅O₅S

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 102.5
−1 ≤ LogP ≤ 5 3.69

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 640.6
LogP ≤ 5 3.69
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Fail

Rotatable bonds ≤ 10 12
TPSA ≤ 140 Å² 102.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN(C(=O)CN(CC(=O)NCCN1CCCC1)c1cc(Cl)ccc1Oc1ccc(Cl)cc1)C1CCN(S(C)(=O)=O)CC1

InChI

InChI=1S/C29H39Cl2N5O5S/c1-33(24-11-16-36(17-12-24)42(2,39)40)29(38)21-35(20-28(37)32-13-18-34-14-3-4-15-34)26-19-23(31)7-10-27(26)41-25-8-5-22(30)6-9-25/h5-10,19,24H,3-4,11-18,20-21H2,1-2H3,(H,32,37)

InChIKey

SRWIVNUJFOQFHI-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 CHEMBL3322545 →
UniProt UniProt P23526 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3322545”) →

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)