Ligand profile

CHEMBL609098

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5117 — 2,3-dihydroxybenzoate-AMP ligase

Via homolog UniProt P71716 Formula C₂₃H₃₂N₆O₉S
pchembl 6.10 ~794.3 nM
Mol. weight 568.61 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL609098
UniProt (similar protein)
P71716
pchembl
6.100 (~794.3 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 568.61 Da
LogP (Crippen) -0.52
H-bond donors 5
H-bond acceptors 13
TPSA 209.20 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 39
Fraction sp³ C 0.48
Formula C₂₃H₃₂N₆O₉S

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 209.2
  • −1 ≤ LogP ≤ 5 -0.52
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 568.6
  • LogP ≤ 5 -0.52
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 209.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.O=C(NS(=O)(=O)OC[C@H]1O[C@@H](n2cnc3c(=O)[nH]cnc32)[C@H](O)[C@@H]1O)c1ccccc1O
InChI 
InChI=1S/C17H17N5O9S.C6H15N/c23-9-4-2-1-3-8(9)15(26)21-32(28,29)30-5-10-12(24)13(25)17(31-10)22-7-20-11-14(22)18-6-19-16(11)27;1-4-7(5-2)6-3/h1-4,6-7,10,12-13,17,23-25H,5H2,(H,21,26)(H,18,19,27);4-6H2,1-3H3/t10-,12-,13-,17-;/m1./s1
InChIKey 
GTUOEGVVJPIIPU-FKVBDRBCSA-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
PF00501' 'PF13193

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_5117.

PDB 7

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 81

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)