Ligand profile

ZINC8627948

Virtual-screening candidate from ZINC.

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

Via homolog UniProt P44490 Formula C₁₅H₁₈N₃O₈P
Tanimoto 0.57
Mol. weight 399.30 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC8627948
UniProt (similar protein)
P44490
Tanimoto
0.568
Target protein
VK055_1539

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 399.30 Da
LogP (Crippen) -0.36
H-bond donors 4
H-bond acceptors 10
TPSA 166.36 Ų
Rotatable bonds 6
Aromatic rings 2 / 3
Heavy atoms 27
Fraction sp³ C 0.33
Formula C₁₅H₁₈N₃O₈P

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 166.4
  • −1 ≤ LogP ≤ 5 -0.36
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 399.3
  • LogP ≤ 5 -0.36
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 166.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1ccn([C@@H]2O[C@H](CO[P@](=O)(O)Oc3ccccc3)[C@H](O)[C@@H]2O)c(=O)n1
InChI 
InChI=1S/C15H18N3O8P/c16-11-6-7-18(15(21)17-11)14-13(20)12(19)10(25-14)8-24-27(22,23)26-9-4-2-1-3-5-9/h1-7,10,12-14,19-20H,8H2,(H,22,23)(H2,16,17,21)/t10-,12+,13+,14-/m1/s1
InChIKey 
FQZYOGSMSNNTQL-VZZFWQQMSA-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)