Ligand profile

CHEMBL4641404

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P34913 Formula C₂₆H₂₉ClN₂O₆
pchembl 9.40 ~0.4 nM
Mol. weight 500.98 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4641404
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 500.98 Da
LogP (Crippen) 4.20
H-bond donors 1
H-bond acceptors 5
TPSA 104.22 Ų
Rotatable bonds 5
Aromatic rings 1 / 7
Heavy atoms 35
Fraction sp³ C 0.62
Formula C₂₆H₂₉ClN₂O₆

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 104.2
  • −1 ≤ LogP ≤ 5 4.20
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 501.0
  • LogP ≤ 5 4.20
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 104.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccc(O[C@H]2CC[C@H](N3C(=O)C(=O)N(C45CC6CC(CC(Cl)(C6)C4)C5)C3=O)CC2)cc1
InChI 
InChI=1S/C26H29ClN2O6/c27-25-10-15-9-16(11-25)13-26(12-15,14-25)29-22(31)21(30)28(24(29)34)18-3-7-20(8-4-18)35-19-5-1-17(2-6-19)23(32)33/h1-2,5-6,15-16,18,20H,3-4,7-14H2,(H,32,33)/t15?,16?,18-,20-,25?,26?
InChIKey 
LWSUPUCMKHRSAU-HKHZJBOTSA-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)