Ligand profile

CHEMBL609105

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P71716 Formula C₃₀H₄₂N₁₀O₈S
pchembl 9.27 ~0.5 nM
Mol. weight 702.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL609105
UniProt (similar protein)
P71716
pchembl
9.270 (~0.5 nM)
Target protein
VK055_5117

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 702.80 Da
LogP (Crippen) 1.01
H-bond donors 5
H-bond acceptors 17
TPSA 245.96 Ų
Rotatable bonds 11
Aromatic rings 4 / 6
Heavy atoms 49
Fraction sp³ C 0.53
Formula C₃₀H₄₂N₁₀O₈S

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 1.01
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 702.8
  • LogP ≤ 5 1.01
  • 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(C3CCCC3)nn2)nc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)c2ccccc2O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C24H27N9O8S.C6H15N/c25-20-17-21(28-24(27-20)33-9-14(29-31-33)12-5-1-2-6-12)32(11-26-17)23-19(36)18(35)16(41-23)10-40-42(38,39)30-22(37)13-7-3-4-8-15(13)34;1-4-7(5-2)6-3/h3-4,7-9,11-12,16,18-19,23,34-36H,1-2,5-6,10H2,(H,30,37)(H2,25,27,28);4-6H2,1-3H3/t16-,18-,19-,23-;/m1./s1
InChIKey 
NEHRNLBUYKIWEE-RYFCAMBVSA-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)