Ligand profile

CHEMBL612048

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₂₈H₃₈N₁₀O₈S
pchembl 9.34 ~0.5 nM
Mol. weight 674.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL612048
UniProt (similar protein)
P71716
pchembl
9.340 (~0.5 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 674.74 Da
LogP (Crippen) 0.23
H-bond donors 5
H-bond acceptors 17
TPSA 245.96 Ų
Rotatable bonds 11
Aromatic rings 4 / 6
Heavy atoms 47
Fraction sp³ C 0.50
Formula C₂₈H₃₈N₁₀O₈S

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 0.23
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 674.7
  • LogP ≤ 5 0.23
  • 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(C3CC3)nn2)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C22H23N9O8S.C6H15N/c23-18-15-19(26-22(25-18)31-7-12(27-29-31)10-5-6-10)30(9-24-15)21-17(34)16(33)14(39-21)8-38-40(36,37)28-20(35)11-3-1-2-4-13(11)32;1-4-7(5-2)6-3/h1-4,7,9-10,14,16-17,21,32-34H,5-6,8H2,(H,28,35)(H2,23,25,26);4-6H2,1-3H3/t14-,16-,17-,21-;/m1./s1
InChIKey 
KHWKBCMRKGFIMW-QQAZIOFSSA-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)