Ligand profile

CHEMBL3143143

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4646 — aminopeptidase B

Via homolog UniProt P28838 Formula C₂₂H₄₄N₄O₄
pchembl 6.05 ~891.3 nM
Mol. weight 428.62 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3143143
UniProt (similar protein)
P28838
pchembl
6.050 (~891.3 nM)
Target protein
VK055_4646

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 428.62 Da
LogP (Crippen) 1.16
H-bond donors 5
H-bond acceptors 5
TPSA 133.55 Ų
Rotatable bonds 13
Aromatic rings 0 / 0
Heavy atoms 30
Fraction sp³ C 0.86
Formula C₂₂H₄₄N₄O₄

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 133.6
  • −1 ≤ LogP ≤ 5 1.16
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 428.6
  • LogP ≤ 5 1.16
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 133.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)CCNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](O)[C@@H](N)CC(C)C)C(C)C)C(C)C
InChI 
InChI=1S/C22H44N4O4/c1-12(2)9-10-24-20(28)17(14(5)6)25-21(29)18(15(7)8)26-22(30)19(27)16(23)11-13(3)4/h12-19,27H,9-11,23H2,1-8H3,(H,24,28)(H,25,29)(H,26,30)/t16-,17-,18-,19+/m0/s1
InChIKey 
YSOFSRKCAJLYTE-CADBVGFASA-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)