Ligand profile

CHEMBL4203761

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0067 — aspartate--tRNA ligase

Via homolog UniProt P21889 Formula C₁₅H₂₀N₆O₉S
pchembl 7.60 ~25.1 nM
Mol. weight 460.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4203761
UniProt (similar protein)
P21889
pchembl
7.600 (~25.1 nM)
Target protein
VK055_0067

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 460.43 Da
LogP (Crippen) -3.19
H-bond donors 6
H-bond acceptors 13
TPSA 242.21 Ų
Rotatable bonds 8
Aromatic rings 2 / 3
Heavy atoms 31
Fraction sp³ C 0.47
Formula C₁₅H₂₀N₆O₉S

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 242.2
  • −1 ≤ LogP ≤ 5 -3.19
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 460.4
  • LogP ≤ 5 -3.19
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 242.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1nccc2c1ncn2[C@@H]1O[C@H](COS(=O)(=O)NC(=O)[C@@H](N)CC(=O)O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C15H20N6O9S/c16-6(3-9(22)23)14(26)20-31(27,28)29-4-8-11(24)12(25)15(30-8)21-5-19-10-7(21)1-2-18-13(10)17/h1-2,5-6,8,11-12,15,24-25H,3-4,16H2,(H2,17,18)(H,20,26)(H,22,23)/t6-,8+,11+,12+,15+/m0/s1
InChIKey 
CUYPSRHOWCRWFU-WXGITVOHSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ sequence
Source
ChEMBL
Curation
pdb_similarity_tanimoto
Binding sites
PF00152

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_0067.

PDB 3

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 1

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)