Ligand profile

ZINC255997527

Virtual-screening candidate from ZINC.

Bound to: VK055_4575 — diguanylate cyclase domain protein

Via homolog UniProt Q9X2A8 Formula C₉H₁₃N₄O₇P
Tanimoto 0.61
Mol. weight 320.20 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC255997527
UniProt (similar protein)
Q9X2A8
Tanimoto
0.613
Target protein
VK055_4575

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 320.20 Da
LogP (Crippen) -1.66
H-bond donors 4
H-bond acceptors 9
TPSA 172.15 Ų
Rotatable bonds 2
Aromatic rings 1 / 3
Heavy atoms 21
Fraction sp³ C 0.56
Formula C₉H₁₃N₄O₇P

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 172.2
  • −1 ≤ LogP ≤ 5 -1.66
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 320.2
  • LogP ≤ 5 -1.66
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 172.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(=O)c1ncn([C@@H]2O[C@@H]3CO[P@](=O)(O)O[C@H]3[C@@H]2O)c1N
InChI 
InChI=1S/C9H13N4O7P/c10-7-4(8(11)15)12-2-13(7)9-5(14)6-3(19-9)1-18-21(16,17)20-6/h2-3,5-6,9,14H,1,10H2,(H2,11,15)(H,16,17)/t3-,5+,6-,9-/m1/s1
InChIKey 
QQDWJBYNAORJHB-FTWQFJAYSA-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_4575.

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)