Ligand profile

ZINC2265176

Virtual-screening candidate from ZINC.

Bound to: VK055_3295 — glutamine synthetase, type I

Via homolog UniProt P9WN39 Formula C₂₀H₂₃Cl₂N₅O₃
Tanimoto 0.75
Mol. weight 452.34 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2265176
UniProt (similar protein)
P9WN39
Tanimoto
0.750
Target protein
VK055_3295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.34 Da
LogP (Crippen) 2.40
H-bond donors 0
H-bond acceptors 8
TPSA 74.29 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 30
Fraction sp³ C 0.45
Formula C₂₀H₂₃Cl₂N₅O₃

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 74.3
  • −1 ≤ LogP ≤ 5 2.40
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 452.3
  • LogP ≤ 5 2.40
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 74.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H]1CN(c2nc3c(c(=O)n(Cc4ccc(Cl)c(Cl)c4)c(=O)n3C)n2C)C[C@@H](C)O1
InChI 
InChI=1S/C20H23Cl2N5O3/c1-11-8-26(9-12(2)30-11)19-23-17-16(24(19)3)18(28)27(20(29)25(17)4)10-13-5-6-14(21)15(22)7-13/h5-7,11-12H,8-10H2,1-4H3/t11-,12-/m1/s1
InChIKey 
KJEFGOOESDWVPD-VXGBXAGGSA-N

Provenance

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

Method
LigQ nearest_k
Query
1AZ
Homolog
P9WN39

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_3295.

PDB 10

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

Ligand PDB entry

ChEMBL 2

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)