Ligand profile

CHEMBL612046

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₃H₃₂N₁₀O₈S
pchembl 8.29 ~5.1 nM
Mol. weight 608.64 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL612046
UniProt (similar protein)
P71716
pchembl
8.290 (~5.1 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 608.64 Da
LogP (Crippen) 0.71
H-bond donors 5
H-bond acceptors 15
TPSA 264.01 Ų
Rotatable bonds 10
Aromatic rings 3 / 4
Heavy atoms 42
Fraction sp³ C 0.48
Formula C₂₃H₃₂N₁₀O₈S

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 264.0
  • −1 ≤ LogP ≤ 5 0.71
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 608.6
  • LogP ≤ 5 0.71
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 264.0
PAINS Alert

Matches PAINS filter: azo_A(324). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.[N-]=[N+]=Nc1nc(N)c2ncn([C@@H]3O[C@H](COS(=O)(=O)NC(=O)c4ccccc4O)[C@@H](O)[C@H]3O)c2n1
InChI 
InChI=1S/C17H17N9O8S.C6H15N/c18-13-10-14(22-17(21-13)23-25-19)26(6-20-10)16-12(29)11(28)9(34-16)5-33-35(31,32)24-15(30)7-3-1-2-4-8(7)27;1-4-7(5-2)6-3/h1-4,6,9,11-12,16,27-29H,5H2,(H,24,30)(H2,18,21,22);4-6H2,1-3H3/t9-,11-,12-,16-;/m1./s1
InChIKey 
YROSGUFYYQZGIZ-QPPABGKHSA-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)