Ligand profile

CHEMBL3329561

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2464 — guanosine monophosphate reductase

Via homolog UniProt A0A6L8P2U9 Formula C₁₈H₁₉Cl₂N₃O₂
pchembl 7.02 ~95.5 nM
Mol. weight 380.28 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3329561
UniProt (similar protein)
A0A6L8P2U9
pchembl
7.020 (~95.5 nM)
Target protein
VK055_2464

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 380.28 Da
LogP (Crippen) 5.25
H-bond donors 3
H-bond acceptors 3
TPSA 73.72 Ų
Rotatable bonds 4
Aromatic rings 2 / 2
Heavy atoms 25
Fraction sp³ C 0.22
Formula C₁₈H₁₉Cl₂N₃O₂

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 73.7
  • −1 ≤ LogP ≤ 5 5.25
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 380.3
  • LogP ≤ 5 5.25
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 73.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C(=N\O)c1cccc(C(C)(C)NC(=O)Nc2ccc(Cl)c(Cl)c2)c1
InChI 
InChI=1S/C18H19Cl2N3O2/c1-11(23-25)12-5-4-6-13(9-12)18(2,3)22-17(24)21-14-7-8-15(19)16(20)10-14/h4-10,25H,1-3H3,(H2,21,22,24)/b23-11+
InChIKey 
ZOPVXVNGASGEIR-FOKLQQMPSA-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
PF00478

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_2464.

PDB 13

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

Ligand PDB entry

ChEMBL 15

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)