Ligand profile

CHEMBL612057

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₃₁H₄₂N₁₀O₈S
pchembl 8.82 ~1.5 nM
Mol. weight 714.81 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL612057
UniProt (similar protein)
P71716
pchembl
8.820 (~1.5 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 714.81 Da
LogP (Crippen) 1.31
H-bond donors 5
H-bond acceptors 17
TPSA 245.96 Ų
Rotatable bonds 11
Aromatic rings 4 / 6
Heavy atoms 50
Fraction sp³ C 0.48
Formula C₃₁H₄₂N₁₀O₈S

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 246.0
  • −1 ≤ LogP ≤ 5 1.31
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 714.8
  • LogP ≤ 5 1.31
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 17
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 246.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.Nc1nc(-n2cc(C3=CCCCC3)nn2)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C25H27N9O8S.C6H15N/c26-21-18-22(29-25(28-21)34-10-15(30-32-34)13-6-2-1-3-7-13)33(12-27-18)24-20(37)19(36)17(42-24)11-41-43(39,40)31-23(38)14-8-4-5-9-16(14)35;1-4-7(5-2)6-3/h4-6,8-10,12,17,19-20,24,35-37H,1-3,7,11H2,(H,31,38)(H2,26,28,29);4-6H2,1-3H3/t17-,19-,20-,24-;/m1./s1
InChIKey 
UUPUCLHXSXKMFB-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)