Ligand profile

CHEMBL3401639

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P80299 Formula C₂₇H₂₈FN₃O₃S
pchembl 9.70 ~0.2 nM
Mol. weight 493.60 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3401639
UniProt (similar protein)
P80299
pchembl
9.700 (~0.2 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 493.60 Da
LogP (Crippen) 4.23
H-bond donors 2
H-bond acceptors 3
TPSA 78.51 Ų
Rotatable bonds 6
Aromatic rings 3 / 5
Heavy atoms 35
Fraction sp³ C 0.30
Formula C₂₇H₂₈FN₃O₃S

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 78.5
  • −1 ≤ LogP ≤ 5 4.23
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 493.6
  • LogP ≤ 5 4.23
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 78.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(N[C@@H]1[C@@H](c2ccccc2)[C@H]1c1ccccc1)N1CCC[C@@H](NS(=O)(=O)c2ccc(F)cc2)C1
InChI 
InChI=1S/C27H28FN3O3S/c28-21-13-15-23(16-14-21)35(33,34)30-22-12-7-17-31(18-22)27(32)29-26-24(19-8-3-1-4-9-19)25(26)20-10-5-2-6-11-20/h1-6,8-11,13-16,22,24-26,30H,7,12,17-18H2,(H,29,32)/t22-,24-,25+,26+/m1/s1
InChIKey 
WHPCZTNMANZIAX-BPHNFWMXSA-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)