Ligand profile

CHEMBL5430701

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₃₅H₃₂N₈O₁₀S
pchembl 9.03 ~0.9 nM
Mol. weight 756.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5430701
UniProt (similar protein)
P71716
pchembl
9.030 (~0.9 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 756.75 Da
LogP (Crippen) 1.75
H-bond donors 7
H-bond acceptors 16
TPSA 270.21 Ų
Rotatable bonds 13
Aromatic rings 5 / 6
Heavy atoms 54
Fraction sp³ C 0.20
Formula C₃₅H₃₂N₈O₁₀S

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 270.2
  • −1 ≤ LogP ≤ 5 1.75
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 756.8
  • LogP ≤ 5 1.75
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 270.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#CCCC(=O)Nc1ccc(C(=O)c2ccc(Nc3nc(N)c4ncn([C@@H]5O[C@H](COS(=O)(=O)NC(=O)c6ccccc6O)[C@@H](O)[C@H]5O)c4n3)cc2)cc1
InChI 
InChI=1S/C35H32N8O10S/c1-2-3-8-26(45)38-21-13-9-19(10-14-21)28(46)20-11-15-22(16-12-20)39-35-40-31(36)27-32(41-35)43(18-37-27)34-30(48)29(47)25(53-34)17-52-54(50,51)42-33(49)23-6-4-5-7-24(23)44/h1,4-7,9-16,18,25,29-30,34,44,47-48H,3,8,17H2,(H,38,45)(H,42,49)(H3,36,39,40,41)/t25-,29-,30-,34-/m1/s1
InChIKey 
GLPGPEDISAEPIQ-DBBYQSBISA-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)