Ligand profile

CHEMBL609100

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₃₀H₃₇N₁₁O₈S
pchembl 8.83 ~1.5 nM
Mol. weight 711.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL609100
UniProt (similar protein)
P71716
pchembl
8.830 (~1.5 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 711.76 Da
LogP (Crippen) 0.42
H-bond donors 5
H-bond acceptors 18
TPSA 258.85 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 50
Fraction sp³ C 0.37
Formula C₃₀H₃₇N₁₁O₈S

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 258.8
  • −1 ≤ LogP ≤ 5 0.42
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 711.8
  • LogP ≤ 5 0.42
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 258.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.Nc1nc(-n2cc(-c3ccncc3)nn2)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C24H22N10O8S.C6H15N/c25-20-17-21(29-24(28-20)34-9-14(30-32-34)12-5-7-26-8-6-12)33(11-27-17)23-19(37)18(36)16(42-23)10-41-43(39,40)31-22(38)13-3-1-2-4-15(13)35;1-4-7(5-2)6-3/h1-9,11,16,18-19,23,35-37H,10H2,(H,31,38)(H2,25,28,29);4-6H2,1-3H3/t16-,18-,19-,23-;/m1./s1
InChIKey 
CWVJEXVGYHXGSN-RYFCAMBVSA-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)