Ligand profile

CHEMBL5561942

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01084 — peptidase C56 protein

Via homolog UniProt Q99497 Formula C₂₂H₂₃ClN₆O₄S₂
Mol. weight 535.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5561942
UniProt (similar protein)
Q99497
Target protein
KP13_01084

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 535.05 Da
LogP (Crippen) 2.28
H-bond donors 1
H-bond acceptors 8
TPSA 126.71 Ų
Rotatable bonds 4
Aromatic rings 2 / 5
Heavy atoms 35
Fraction sp³ C 0.45
Formula C₂₂H₂₃ClN₆O₄S₂

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 126.7
  • −1 ≤ LogP ≤ 5 2.28
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 535.1
  • LogP ≤ 5 2.28
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 126.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N#CN1CC[C@@H](C(=O)Nc2nc3c(s2)CN(C(=O)c2ccc(Cl)c(N4CCCS4(=O)=O)c2)CC3)C1
InChI 
InChI=1S/C22H23ClN6O4S2/c23-16-3-2-14(10-18(16)29-6-1-9-35(29,32)33)21(31)28-8-5-17-19(12-28)34-22(25-17)26-20(30)15-4-7-27(11-15)13-24/h2-3,10,15H,1,4-9,11-12H2,(H,25,26,30)/t15-/m1/s1
InChIKey 
SWYJEEVXHRFKLL-OAHLLOKOSA-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
Active
Binding sites
PF01965

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_01084.

PDB 16

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

Ligand PDB entry

ChEMBL 37

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)