Ligand profile

CHEMBL608838

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₇H₃₆N₁₀O₁₀S
pchembl 8.50 ~3.2 nM
Mol. weight 692.71 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL608838
UniProt (similar protein)
P71716
pchembl
8.500 (~3.2 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 692.71 Da
LogP (Crippen) -0.86
H-bond donors 5
H-bond acceptors 19
TPSA 272.26 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 48
Fraction sp³ C 0.44
Formula C₂₇H₃₆N₁₀O₁₀S

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 272.3
  • −1 ≤ LogP ≤ 5 -0.86
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 692.7
  • LogP ≤ 5 -0.86
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 19
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 272.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.COC(=O)c1cn(-c2nc(N)c3ncn([C@@H]4O[C@H](COS(=O)(=O)NC(=O)c5ccccc5O)[C@@H](O)[C@H]4O)c3n2)nn1
InChI 
InChI=1S/C21H21N9O10S.C6H15N/c1-38-20(35)10-6-30(28-26-10)21-24-16(22)13-17(25-21)29(8-23-13)19-15(33)14(32)12(40-19)7-39-41(36,37)27-18(34)9-4-2-3-5-11(9)31;1-4-7(5-2)6-3/h2-6,8,12,14-15,19,31-33H,7H2,1H3,(H,27,34)(H2,22,24,25);4-6H2,1-3H3/t12-,14-,15-,19-;/m1./s1
InChIKey 
HDQUJZDMWUFOQY-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)