Ligand profile

ZINC5811562

Virtual-screening candidate from ZINC.

Bound to: VK055_1539 — 3-deoxy-D-manno-octulosonate cytidylyltransferase

Via homolog UniProt P44490 Formula C₁₀H₁₅N₃O₆
Tanimoto 0.55
Mol. weight 273.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC5811562
UniProt (similar protein)
P44490
Tanimoto
0.551
Target protein
VK055_1539

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 273.25 Da
LogP (Crippen) -3.20
H-bond donors 5
H-bond acceptors 9
TPSA 151.06 Ų
Rotatable bonds 3
Aromatic rings 1 / 2
Heavy atoms 19
Fraction sp³ C 0.60
Formula C₁₀H₁₅N₃O₆

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 151.1
  • −1 ≤ LogP ≤ 5 -3.20
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 273.2
  • LogP ≤ 5 -3.20
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 151.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1ccn([C@@H]2O[C@@H]([C@H](O)CO)[C@@H](O)[C@H]2O)c(=O)n1
InChI 
InChI=1S/C10H15N3O6/c11-5-1-2-13(10(18)12-5)9-7(17)6(16)8(19-9)4(15)3-14/h1-2,4,6-9,14-17H,3H2,(H2,11,12,18)/t4-,6+,7-,8+,9-/m1/s1
InChIKey 
FRPKULGZVITZAI-GDUBFJJUSA-N

Provenance

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

Method
LigQ nearest_k
Query
CMK
Homolog
P44490

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_1539.

PDB 1

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)