Ligand profile

CHEMBL5527958

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01084 — peptidase C56 protein

Via homolog UniProt Q99497 Formula C₂₂H₂₄N₆O₄S₂
Mol. weight 500.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5527958
UniProt (similar protein)
Q99497
Target protein
KP13_01084

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 500.61 Da
LogP (Crippen) 1.52
H-bond donors 2
H-bond acceptors 8
TPSA 135.50 Ų
Rotatable bonds 6
Aromatic rings 2 / 5
Heavy atoms 34
Fraction sp³ C 0.45
Formula C₂₂H₂₄N₆O₄S₂

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 135.5
  • −1 ≤ LogP ≤ 5 1.52
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 500.6
  • LogP ≤ 5 1.52
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 135.5
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)c2cccc(S(=O)(=O)NC4CC4)c2)CC3)C1
InChI 
InChI=1S/C22H24N6O4S2/c23-13-27-8-6-15(11-27)20(29)25-22-24-18-7-9-28(12-19(18)33-22)21(30)14-2-1-3-17(10-14)34(31,32)26-16-4-5-16/h1-3,10,15-16,26H,4-9,11-12H2,(H,24,25,29)/t15-/m1/s1
InChIKey 
VBIAJBQUYOOIDB-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)