Ligand profile

CHEMBL611769

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₅H₃₇N₇O₈S
pchembl 6.42 ~380.2 nM
Mol. weight 595.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL611769
UniProt (similar protein)
P71716
pchembl
6.420 (~380.2 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 595.68 Da
LogP (Crippen) 0.26
H-bond donors 4
H-bond acceptors 14
TPSA 192.47 Ų
Rotatable bonds 10
Aromatic rings 3 / 4
Heavy atoms 41
Fraction sp³ C 0.52
Formula C₂₅H₃₇N₇O₈S

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 192.5
  • −1 ≤ LogP ≤ 5 0.26
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 595.7
  • LogP ≤ 5 0.26
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 192.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.CN(C)c1ncnc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C19H22N6O8S.C6H15N/c1-24(2)16-13-17(21-8-20-16)25(9-22-13)19-15(28)14(27)12(33-19)7-32-34(30,31)23-18(29)10-5-3-4-6-11(10)26;1-4-7(5-2)6-3/h3-6,8-9,12,14-15,19,26-28H,7H2,1-2H3,(H,23,29);4-6H2,1-3H3/t12-,14-,15-,19-;/m1./s1
InChIKey 
GIFWISFTPATWQE-CAUXPVPNSA-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)