Ligand profile

CHEMBL79092

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4646 — aminopeptidase B

Via homolog UniProt P28838 Formula C₂₂H₃₁N₅O₅S
pchembl 6.75 ~177.8 nM
Mol. weight 477.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL79092
UniProt (similar protein)
P28838
pchembl
6.750 (~177.8 nM)
Target protein
VK055_4646

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 477.59 Da
LogP (Crippen) -1.20
H-bond donors 4
H-bond acceptors 7
TPSA 159.06 Ų
Rotatable bonds 8
Aromatic rings 1 / 3
Heavy atoms 33
Fraction sp³ C 0.55
Formula C₂₂H₃₁N₅O₅S

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 159.1
  • −1 ≤ LogP ≤ 5 -1.20
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 477.6
  • LogP ≤ 5 -1.20
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 159.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@H](NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CSCN1C(=O)[C@@H](O)[C@H](N)Cc1ccccc1)C(N)=O
InChI 
InChI=1S/C22H31N5O5S/c1-13(19(24)29)25-20(30)16-8-5-9-26(16)21(31)17-11-33-12-27(17)22(32)18(28)15(23)10-14-6-3-2-4-7-14/h2-4,6-7,13,15-18,28H,5,8-12,23H2,1H3,(H2,24,29)(H,25,30)/t13-,15+,16-,17-,18-/m0/s1
InChIKey 
VXQMBLUFKRQEEZ-ITWBUVANSA-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
PF00883

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_4646.

PDB 10

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)