Ligand profile

CHEMBL3597823

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04751 — Adenosylhomocysteinase

Via homolog UniProt P23526 Formula C₃₇H₄₄Cl₂N₄O₅
pchembl 6.82 ~151.4 nM
Mol. weight 695.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3597823
UniProt (similar protein)
P23526
pchembl
6.820 (~151.4 nM)
Target protein
KP13_04751

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 695.69 Da
LogP (Crippen) 7.12
H-bond donors 1
H-bond acceptors 6
TPSA 91.42 Ų
Rotatable bonds 10
Aromatic rings 3 / 5
Heavy atoms 48
Fraction sp³ C 0.43
Formula C₃₇H₄₄Cl₂N₄O₅

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

  • TPSA ≤ 90 Ų 91.4
  • −1 ≤ LogP ≤ 5 7.12
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 695.7
  • LogP ≤ 5 7.12
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 91.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C(=O)CN(CC(=O)NCC1CCCCN1C(=O)OC(C)(C)C)c1cc(Cl)ccc1Oc1ccc(Cl)cc1)C1Cc2ccccc2C1
InChI 
InChI=1S/C37H44Cl2N4O5/c1-37(2,3)48-36(46)43-18-8-7-11-29(43)22-40-34(44)23-42(24-35(45)41(4)30-19-25-9-5-6-10-26(25)20-30)32-21-28(39)14-17-33(32)47-31-15-12-27(38)13-16-31/h5-6,9-10,12-17,21,29-30H,7-8,11,18-20,22-24H2,1-4H3,(H,40,44)
InChIKey 
JXWLVAOZNSCIMR-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)