Ligand profile

CHEMBL3322554

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04751 — Adenosylhomocysteinase

Via homolog UniProt P23526 Formula C₂₉H₃₂Cl₂N₄O₃
pchembl 7.16 ~69.2 nM
Mol. weight 555.51 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3322554
UniProt (similar protein)
P23526
pchembl
7.160 (~69.2 nM)
Target protein
KP13_04751

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 555.51 Da
LogP (Crippen) 4.55
H-bond donors 2
H-bond acceptors 5
TPSA 73.91 Ų
Rotatable bonds 11
Aromatic rings 3 / 4
Heavy atoms 38
Fraction sp³ C 0.31
Formula C₂₉H₃₂Cl₂N₄O₃

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

  • TPSA ≤ 90 Ų 73.9
  • −1 ≤ LogP ≤ 5 4.55
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 555.5
  • LogP ≤ 5 4.55
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 73.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CNCCNC(=O)CN(CC(=O)N(C)C1Cc2ccccc2C1)c1cc(Cl)ccc1Oc1ccc(Cl)cc1
InChI 
InChI=1S/C29H32Cl2N4O3/c1-32-13-14-33-28(36)18-35(19-29(37)34(2)24-15-20-5-3-4-6-21(20)16-24)26-17-23(31)9-12-27(26)38-25-10-7-22(30)8-11-25/h3-12,17,24,32H,13-16,18-19H2,1-2H3,(H,33,36)
InChIKey 
ATDSLPCSDMPGQQ-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.

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)