Ligand profile

CHEMBL609187

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1830 — glutamine--tRNA ligase

Via homolog UniProt P47897 Formula C₁₇H₂₄F₃N₇NaO₁₀P
pchembl 6.55 ~281.8 nM
Mol. weight 597.38 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL609187
UniProt (similar protein)
P47897
pchembl
6.550 (~281.8 nM)
Target protein
VK055_1830

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 597.38 Da
LogP (Crippen) -5.24
H-bond donors 6
H-bond acceptors 15
TPSA 284.31 Ų
Rotatable bonds 10
Aromatic rings 2 / 3
Heavy atoms 39
Fraction sp³ C 0.59
Formula C₁₇H₂₄F₃N₇NaO₁₀P

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 284.3
  • −1 ≤ LogP ≤ 5 -5.24
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 597.4
  • LogP ≤ 5 -5.24
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 284.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(=O)CCC(N)COP(=O)([O-])OC[C@H]1OC(n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O.O=C(O)C(F)(F)F.[Na+]
InChI 
InChI=1S/C15H24N7O8P.C2HF3O2.Na/c16-7(1-2-9(17)23)3-28-31(26,27)29-4-8-11(24)12(25)15(30-8)22-6-21-10-13(18)19-5-20-14(10)22;3-2(4,5)1(6)7;/h5-8,11-12,15,24-25H,1-4,16H2,(H2,17,23)(H,26,27)(H2,18,19,20);(H,6,7);/q;;+1/p-1/t7?,8-,11-,12-,15?;;/m1../s1
InChIKey 
GCKJKLFVFDKTFI-TWLVCTMHSA-M

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
PF00749

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_1830.

PDB 8

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

Ligand PDB entry

ChEMBL 3

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)