Ligand profile

CHEMBL611777

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₃₁H₃₇N₇O₈S
pchembl 9.40 ~0.4 nM
Mol. weight 667.75 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL611777
UniProt (similar protein)
P71716
pchembl
9.400 (~0.4 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 667.75 Da
LogP (Crippen) 1.17
H-bond donors 5
H-bond acceptors 14
TPSA 215.25 Ų
Rotatable bonds 9
Aromatic rings 4 / 5
Heavy atoms 47
Fraction sp³ C 0.35
Formula C₃₁H₃₇N₇O₈S

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 215.2
  • −1 ≤ LogP ≤ 5 1.17
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 667.7
  • LogP ≤ 5 1.17
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 215.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)CC.Nc1nc(C#Cc2ccccc2)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C25H22N6O8S.C6H15N/c26-22-19-23(29-18(28-22)11-10-14-6-2-1-3-7-14)31(13-27-19)25-21(34)20(33)17(39-25)12-38-40(36,37)30-24(35)15-8-4-5-9-16(15)32;1-4-7(5-2)6-3/h1-9,13,17,20-21,25,32-34H,12H2,(H,30,35)(H2,26,28,29);4-6H2,1-3H3/t17-,20-,21-,25-;/m1./s1
InChIKey 
OELFSGVFCZVXLM-UGCALBBTSA-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)