Ligand profile

ZINC28711394

Virtual-screening candidate from ZINC.

Bound to: VK055_0020 — diguanylate cyclase domain protein

Via homolog UniProt Q9X2A8 Formula C₁₄H₁₈N₅O₈P
Tanimoto 0.71
Mol. weight 415.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC28711394
UniProt (similar protein)
Q9X2A8
Tanimoto
0.706
Target protein
VK055_0020

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 415.30 Da
LogP (Crippen) -0.17
H-bond donors 3
H-bond acceptors 11
TPSA 180.88 Ų
Rotatable bonds 4
Aromatic rings 2 / 4
Heavy atoms 28
Fraction sp³ C 0.57
Formula C₁₄H₁₈N₅O₈P

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 180.9
  • −1 ≤ LogP ≤ 5 -0.17
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 415.3
  • LogP ≤ 5 -0.17
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 180.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC(=O)O[C@@H]1[C@@H]2O[P@](=O)(O)OC[C@H]2O[C@H]1n1cnc2c(=O)[nH]c(N)nc21
InChI 
InChI=1S/C14H18N5O8P/c1-2-3-7(20)26-10-9-6(4-24-28(22,23)27-9)25-13(10)19-5-16-8-11(19)17-14(15)18-12(8)21/h5-6,9-10,13H,2-4H2,1H3,(H,22,23)(H3,15,17,18,21)/t6-,9-,10-,13-/m1/s1
InChIKey 
WDVIGZGWJSZZDQ-ZRFIDHNTSA-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
Q9X2A8

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_0020.

PDB 4

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)