Ligand profile

ZINC1094329

Virtual-screening candidate from ZINC.

Bound to: VK055_3295 — glutamine synthetase, type I

Via homolog UniProt P9WN39 Formula C₂₀H₂₃Cl₂N₅O₂
Tanimoto 0.81
Mol. weight 436.34 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC1094329
UniProt (similar protein)
P9WN39
Tanimoto
0.811
Target protein
VK055_3295

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 436.34 Da
LogP (Crippen) 3.03
H-bond donors 0
H-bond acceptors 7
TPSA 65.06 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 29
Fraction sp³ C 0.45
Formula C₂₀H₂₃Cl₂N₅O₂

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 65.1
  • −1 ≤ LogP ≤ 5 3.03
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 436.3
  • LogP ≤ 5 3.03
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 65.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1CCN(c2nc3c(c(=O)n(Cc4ccc(Cl)c(Cl)c4)c(=O)n3C)n2C)CC1
InChI 
InChI=1S/C20H23Cl2N5O2/c1-12-6-8-26(9-7-12)19-23-17-16(24(19)2)18(28)27(20(29)25(17)3)11-13-4-5-14(21)15(22)10-13/h4-5,10,12H,6-9,11H2,1-3H3
InChIKey 
LHGCWALMCKLACP-UHFFFAOYSA-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)