Ligand profile

CHEMBL4535555

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P34913 Formula C₂₈H₃₆N₂O₄
pchembl 9.30 ~0.5 nM
Mol. weight 464.61 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4535555
UniProt (similar protein)
P34913
pchembl
9.300 (~0.5 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 464.61 Da
LogP (Crippen) 4.69
H-bond donors 3
H-bond acceptors 3
TPSA 87.66 Ų
Rotatable bonds 5
Aromatic rings 1 / 9
Heavy atoms 34
Fraction sp³ C 0.71
Formula C₂₈H₃₆N₂O₄

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 4.69
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 464.6
  • LogP ≤ 5 4.69
  • 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(NC1C2CC3C4CC5CC3C1C(C5)C4C2)N[C@H]1CC[C@H](Oc2ccc(C(=O)O)cc2)CC1
InChI 
InChI=1S/C28H36N2O4/c31-27(32)15-1-5-18(6-2-15)34-19-7-3-17(4-8-19)29-28(33)30-26-16-12-21-20-9-14-10-23(21)25(26)24(11-14)22(20)13-16/h1-2,5-6,14,16-17,19-26H,3-4,7-13H2,(H,31,32)(H2,29,30,33)/t14?,16?,17-,19-,20?,21?,22?,23?,24?,25?,26?
InChIKey 
JTHDOQBQEZCDCT-TZYVQZSTSA-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)