Ligand profile

CHEMBL612049

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₃₂H₄₈N₁₀O₈S
pchembl 9.39 ~0.4 nM
Mol. weight 732.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL612049
UniProt (similar protein)
P71716
pchembl
9.390 (~0.4 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 732.86 Da
LogP (Crippen) 1.87
H-bond donors 5
H-bond acceptors 17
TPSA 245.96 Ų
Rotatable bonds 16
Aromatic rings 4 / 5
Heavy atoms 51
Fraction sp³ C 0.56
Formula C₃₂H₄₈N₁₀O₈S

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 246.0
  • −1 ≤ LogP ≤ 5 1.87
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 732.9
  • LogP ≤ 5 1.87
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 17
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 246.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCc1cn(-c2nc(N)c3ncn([C@@H]4O[C@H](COS(=O)(=O)NC(=O)c5ccccc5O)[C@@H](O)[C@H]4O)c3n2)nn1.CCN(CC)CC
InChI 
InChI=1S/C26H33N9O8S.C6H15N/c1-2-3-4-5-6-9-15-12-35(33-31-15)26-29-22(27)19-23(30-26)34(14-28-19)25-21(38)20(37)18(43-25)13-42-44(40,41)32-24(39)16-10-7-8-11-17(16)36;1-4-7(5-2)6-3/h7-8,10-12,14,18,20-21,25,36-38H,2-6,9,13H2,1H3,(H,32,39)(H2,27,29,30);4-6H2,1-3H3/t18-,20-,21-,25-;/m1./s1
InChIKey 
WBJPFNZDIGAQJZ-LPAAUACHSA-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)