Ligand profile

CHEMBL612041

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₃₁H₃₉N₁₁O₈S
pchembl 9.06 ~0.9 nM
Mol. weight 725.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL612041
UniProt (similar protein)
P71716
pchembl
9.060 (~0.9 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 725.79 Da
LogP (Crippen) 0.60
H-bond donors 6
H-bond acceptors 18
TPSA 271.98 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 51
Fraction sp³ C 0.35
Formula C₃₁H₃₉N₁₁O₈S

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 272.0
  • −1 ≤ LogP ≤ 5 0.60
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 725.8
  • LogP ≤ 5 0.60
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 272.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.Nc1ccc(-c2cn(-c3nc(N)c4ncn([C@@H]5O[C@H](COS(=O)(=O)NC(=O)c6ccccc6O)[C@@H](O)[C@H]5O)c4n3)nn2)cc1
InChI 
InChI=1S/C25H24N10O8S.C6H15N/c26-13-7-5-12(6-8-13)15-9-35(33-31-15)25-29-21(27)18-22(30-25)34(11-28-18)24-20(38)19(37)17(43-24)10-42-44(40,41)32-23(39)14-3-1-2-4-16(14)36;1-4-7(5-2)6-3/h1-9,11,17,19-20,24,36-38H,10,26H2,(H,32,39)(H2,27,29,30);4-6H2,1-3H3/t17-,19-,20-,24-;/m1./s1
InChIKey 
PKFSTABIVDSQIW-HPLROQDGSA-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)