Ligand profile

CHEMBL612053

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₆H₃₇N₇O₈S
pchembl 8.73 ~1.9 nM
Mol. weight 607.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL612053
UniProt (similar protein)
P71716
pchembl
8.730 (~1.9 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 607.69 Da
LogP (Crippen) 0.76
H-bond donors 5
H-bond acceptors 14
TPSA 201.26 Ų
Rotatable bonds 11
Aromatic rings 3 / 5
Heavy atoms 42
Fraction sp³ C 0.54
Formula C₂₆H₃₇N₇O₈S

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 201.3
  • −1 ≤ LogP ≤ 5 0.76
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 607.7
  • LogP ≤ 5 0.76
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 201.3
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(NC4CC4)ncnc32)[C@H](O)[C@@H]1O)c1ccccc1O
InChI 
InChI=1S/C20H22N6O8S.C6H15N/c27-12-4-2-1-3-11(12)19(30)25-35(31,32)33-7-13-15(28)16(29)20(34-13)26-9-23-14-17(24-10-5-6-10)21-8-22-18(14)26;1-4-7(5-2)6-3/h1-4,8-10,13,15-16,20,27-29H,5-7H2,(H,25,30)(H,21,22,24);4-6H2,1-3H3/t13-,15-,16-,20-;/m1./s1
InChIKey 
YKMYGBNWTYHDPH-IGTVFDLNSA-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)