Ligand profile

CHEMBL611774

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₆H₃₆N₁₀O₉S
pchembl 9.05 ~0.9 nM
Mol. weight 664.70 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL611774
UniProt (similar protein)
P71716
pchembl
9.050 (~0.9 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 664.70 Da
LogP (Crippen) -1.15
H-bond donors 6
H-bond acceptors 18
TPSA 266.19 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 46
Fraction sp³ C 0.46
Formula C₂₆H₃₆N₁₀O₉S

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 -1.15
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 664.7
  • LogP ≤ 5 -1.15
  • 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(CO)nn2)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C20H21N9O9S.C6H15N/c21-16-13-17(24-20(23-16)29-5-9(6-30)25-27-29)28(8-22-13)19-15(33)14(32)12(38-19)7-37-39(35,36)26-18(34)10-3-1-2-4-11(10)31;1-4-7(5-2)6-3/h1-5,8,12,14-15,19,30-33H,6-7H2,(H,26,34)(H2,21,23,24);4-6H2,1-3H3/t12-,14-,15-,19-;/m1./s1
InChIKey 
FHABXEDRXSHEON-CAUXPVPNSA-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)