Ligand profile

CHEMBL5567500

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P34913 Formula C₂₉H₄₂N₄O₅
pchembl 9.40 ~0.4 nM
Mol. weight 526.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5567500
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 526.68 Da
LogP (Crippen) 4.05
H-bond donors 5
H-bond acceptors 5
TPSA 128.79 Ų
Rotatable bonds 8
Aromatic rings 1 / 6
Heavy atoms 38
Fraction sp³ C 0.69
Formula C₂₉H₄₂N₄O₅

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 128.8
  • −1 ≤ LogP ≤ 5 4.05
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 526.7
  • LogP ≤ 5 4.05
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 128.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC12CC3CC(C)(C1)CC(NC(=O)N[C@H]1CC[C@H](Oc4ccc(C(=O)NCCC(=O)NO)cc4)CC1)(C3)C2
InChI 
InChI=1S/C29H42N4O5/c1-27-13-19-14-28(2,16-27)18-29(15-19,17-27)32-26(36)31-21-5-9-23(10-6-21)38-22-7-3-20(4-8-22)25(35)30-12-11-24(34)33-37/h3-4,7-8,19,21,23,37H,5-6,9-18H2,1-2H3,(H,30,35)(H,33,34)(H2,31,32,36)/t19?,21-,23-,27?,28?,29?
InChIKey 
CZMWYXYWDSCNHX-YARVNSPRSA-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)