Ligand profile

CHEMBL608841

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₉H₃₇N₇O₈S
pchembl 9.57 ~0.3 nM
Mol. weight 643.72 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL608841
UniProt (similar protein)
P71716
pchembl
9.570 (~0.3 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 643.72 Da
LogP (Crippen) 1.44
H-bond donors 5
H-bond acceptors 14
TPSA 215.25 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 45
Fraction sp³ C 0.38
Formula C₂₉H₃₇N₇O₈S

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 215.2
  • −1 ≤ LogP ≤ 5 1.44
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 643.7
  • LogP ≤ 5 1.44
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 215.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.Nc1nc(-c2ccccc2)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C23H22N6O8S.C6H15N/c24-19-16-21(27-20(26-19)12-6-2-1-3-7-12)29(11-25-16)23-18(32)17(31)15(37-23)10-36-38(34,35)28-22(33)13-8-4-5-9-14(13)30;1-4-7(5-2)6-3/h1-9,11,15,17-18,23,30-32H,10H2,(H,28,33)(H2,24,26,27);4-6H2,1-3H3/t15-,17-,18-,23-;/m1./s1
InChIKey 
LBMWWGFYSFEZBM-CWAAMZIZSA-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)