Ligand profile

CHEMBL611789

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₃H₃₂IN₇O₈S
pchembl 8.52 ~3.0 nM
Mol. weight 693.52 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL611789
UniProt (similar protein)
P71716
pchembl
8.520 (~3.0 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 693.52 Da
LogP (Crippen) 0.38
H-bond donors 5
H-bond acceptors 14
TPSA 215.25 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 40
Fraction sp³ C 0.48
Formula C₂₃H₃₂IN₇O₈S

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 0.38
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 693.5
  • LogP ≤ 5 0.38
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 215.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.Nc1nc(I)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C17H17IN6O8S.C6H15N/c18-17-21-13(19)10-14(22-17)24(6-20-10)16-12(27)11(26)9(32-16)5-31-33(29,30)23-15(28)7-3-1-2-4-8(7)25;1-4-7(5-2)6-3/h1-4,6,9,11-12,16,25-27H,5H2,(H,23,28)(H2,19,21,22);4-6H2,1-3H3/t9-,11-,12-,16-;/m1./s1
InChIKey 
SULOQKDXYYBLTD-QPPABGKHSA-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)