Ligand profile

ZINC22309471

Virtual-screening candidate from ZINC.

Bound to: VK055_5071 — diguanylate cyclase domain protein

Via homolog UniProt Q9I072 Formula C₁₆H₁₅ClN₅O₇PS
Tanimoto 0.60
Mol. weight 487.82 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC22309471
UniProt (similar protein)
Q9I072
Tanimoto
0.603
Target protein
VK055_5071

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 487.82 Da
LogP (Crippen) 1.28
H-bond donors 4
H-bond acceptors 11
TPSA 174.81 Ų
Rotatable bonds 3
Aromatic rings 3 / 5
Heavy atoms 31
Fraction sp³ C 0.31
Formula C₁₆H₁₅ClN₅O₇PS

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 174.8
  • −1 ≤ LogP ≤ 5 1.28
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 487.8
  • LogP ≤ 5 1.28
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 174.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1nc2c(nc(Sc3ccc(Cl)cc3)n2[C@@H]2O[C@@H]3CO[P@@](=O)(O)O[C@@H]3[C@H]2O)c(=O)[nH]1
InChI 
InChI=1S/C16H15ClN5O7PS/c17-6-1-3-7(4-2-6)31-16-19-9-12(20-15(18)21-13(9)24)22(16)14-10(23)11-8(28-14)5-27-30(25,26)29-11/h1-4,8,10-11,14,23H,5H2,(H,25,26)(H3,18,20,21,24)/t8-,10-,11+,14-/m1/s1
InChIKey 
ZDJHIEHUVPCEDK-GCDPNZCJSA-N

Provenance

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

Method
LigQ nearest_k
Query
C2E
Homolog
Q9I072

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_5071.

PDB 5

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

Ligand PDB entry

ZINC 49

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

Compound Similarity (Tanimoto)