Ligand profile

CHEMBL612058

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₃H₃₅N₇O₇S
pchembl 6.40 ~398.1 nM
Mol. weight 553.64 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL612058
UniProt (similar protein)
P71716
pchembl
6.400 (~398.1 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 553.64 Da
LogP (Crippen) 0.13
H-bond donors 5
H-bond acceptors 13
TPSA 198.18 Ų
Rotatable bonds 10
Aromatic rings 3 / 4
Heavy atoms 38
Fraction sp³ C 0.52
Formula C₂₃H₃₅N₇O₇S

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 198.2
  • −1 ≤ LogP ≤ 5 0.13
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 553.6
  • LogP ≤ 5 0.13
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 198.2
PAINS Alert

Matches PAINS filter: mannich_A(296). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NCc2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C17H20N6O7S.C6H15N/c18-15-12-16(20-7-19-15)23(8-21-12)17-14(26)13(25)11(30-17)6-29-31(27,28)22-5-9-3-1-2-4-10(9)24;1-4-7(5-2)6-3/h1-4,7-8,11,13-14,17,22,24-26H,5-6H2,(H2,18,19,20);4-6H2,1-3H3/t11-,13-,14-,17-;/m1./s1
InChIKey 
RVJOHIQVGMBAIO-TZNCIMHNSA-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)