Ligand profile

ZINC642881572

Virtual-screening candidate from ZINC.

Bound to: VK055_0496 — transcriptional regulator slyA

Via homolog UniProt P9WME9 Formula C₂₇H₁₈O₉
Tanimoto 0.57
Mol. weight 486.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC642881572
UniProt (similar protein)
P9WME9
Tanimoto
0.571
Target protein
VK055_0496

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 486.43 Da
LogP (Crippen) 4.90
H-bond donors 6
H-bond acceptors 6
TPSA 172.59 Ų
Rotatable bonds 6
Aromatic rings 4 / 4
Heavy atoms 36
Fraction sp³ C 0.00
Formula C₂₇H₁₈O₉

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 172.6
  • −1 ≤ LogP ≤ 5 4.90
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 486.4
  • LogP ≤ 5 4.90
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 172.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1ccc(-c2cc(-c3ccc(C(=O)O)c(O)c3)cc(-c3ccc(C(=O)O)c(O)c3)c2)cc1O
InChI 
InChI=1S/C27H18O9/c28-22-10-13(1-4-19(22)25(31)32)16-7-17(14-2-5-20(26(33)34)23(29)11-14)9-18(8-16)15-3-6-21(27(35)36)24(30)12-15/h1-12,28-30H,(H,31,32)(H,33,34)(H,35,36)
InChIKey 
URKZQQMHESIKRH-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Query
BHA
Homolog
P9WME9

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_0496.

PDB 3

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)