Ligand profile

CHEMBL612040

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₃₁H₃₈N₁₀O₉S
pchembl 8.95 ~1.1 nM
Mol. weight 726.77 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL612040
UniProt (similar protein)
P71716
pchembl
8.950 (~1.1 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 726.77 Da
LogP (Crippen) 0.73
H-bond donors 6
H-bond acceptors 18
TPSA 266.19 Ų
Rotatable bonds 11
Aromatic rings 5 / 6
Heavy atoms 51
Fraction sp³ C 0.35
Formula C₃₁H₃₈N₁₀O₉S

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 266.2
  • −1 ≤ LogP ≤ 5 0.73
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 726.8
  • LogP ≤ 5 0.73
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 266.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.Nc1nc(-n2cc(-c3ccccc3O)nn2)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C25H23N9O9S.C6H15N/c26-21-18-22(29-25(28-21)34-9-14(30-32-34)12-5-1-3-7-15(12)35)33(11-27-18)24-20(38)19(37)17(43-24)10-42-44(40,41)31-23(39)13-6-2-4-8-16(13)36;1-4-7(5-2)6-3/h1-9,11,17,19-20,24,35-38H,10H2,(H,31,39)(H2,26,28,29);4-6H2,1-3H3/t17-,19-,20-,24-;/m1./s1
InChIKey 
UPISHSUNIPAFCQ-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)