Ligand profile

CHEMBL1162036

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₁₇H₁₇BrN₆O₈S
pchembl 7.68 ~20.9 nM
Mol. weight 545.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1162036
UniProt (similar protein)
P71716
pchembl
7.680 (~20.9 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 545.33 Da
LogP (Crippen) -0.81
H-bond donors 5
H-bond acceptors 13
TPSA 212.01 Ų
Rotatable bonds 6
Aromatic rings 3 / 4
Heavy atoms 33
Fraction sp³ C 0.29
Formula C₁₇H₁₇BrN₆O₈S

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 212.0
  • −1 ≤ LogP ≤ 5 -0.81
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 545.3
  • LogP ≤ 5 -0.81
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 212.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1ncnc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccc(Br)cc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C17H17BrN6O8S/c18-7-1-2-8(9(25)3-7)16(28)23-33(29,30)31-4-10-12(26)13(27)17(32-10)24-6-22-11-14(19)20-5-21-15(11)24/h1-3,5-6,10,12-13,17,25-27H,4H2,(H,23,28)(H2,19,20,21)/t10-,12-,13-,17-/m1/s1
InChIKey 
LBMUMYMHOQVHIS-CNEMSGBDSA-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)