Ligand profile

CHEMBL5084744

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0681 — alpha/beta hydrolase fold family protein

Via homolog UniProt P34913 Formula C₂₉H₃₃ClN₂O₄
pchembl 9.40 ~0.4 nM
Mol. weight 509.05 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5084744
UniProt (similar protein)
P34913
pchembl
9.400 (~0.4 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 509.05 Da
LogP (Crippen) 5.95
H-bond donors 3
H-bond acceptors 3
TPSA 87.66 Ų
Rotatable bonds 5
Aromatic rings 2 / 7
Heavy atoms 36
Fraction sp³ C 0.52
Formula C₂₉H₃₃ClN₂O₄

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 87.7
  • −1 ≤ LogP ≤ 5 5.95
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 509.0
  • LogP ≤ 5 5.95
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 87.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NC12CC3CC(Cl)(CC(C1)c1ccccc13)C2)N[C@H]1CC[C@H](Oc2ccc(C(=O)O)cc2)CC1
InChI 
InChI=1S/C29H33ClN2O4/c30-28-13-19-15-29(17-28,16-20(14-28)25-4-2-1-3-24(19)25)32-27(35)31-21-7-11-23(12-8-21)36-22-9-5-18(6-10-22)26(33)34/h1-6,9-10,19-21,23H,7-8,11-17H2,(H,33,34)(H2,31,32,35)/t19?,20?,21-,23-,28?,29?
InChIKey 
RMDYCVFIANAQPV-ZDQKIBCQSA-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
PF00561

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_0681.

PDB 99

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)