Ligand profile

ZINC299872822

Virtual-screening candidate from ZINC.

Bound to: VK055_5044 — hisD

Via homolog UniProt Q8G2R2 Formula C₂₄H₃₂N₂O₈
Tanimoto 0.66
Mol. weight 476.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC299872822
UniProt (similar protein)
Q8G2R2
Tanimoto
0.658
Target protein
VK055_5044

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 476.53 Da
LogP (Crippen) -0.17
H-bond donors 8
H-bond acceptors 10
TPSA 163.90 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 34
Fraction sp³ C 0.50
Formula C₂₄H₃₂N₂O₈

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 163.9
  • −1 ≤ LogP ≤ 5 -0.17
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 476.5
  • LogP ≤ 5 -0.17
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 163.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H]1O[C@H](Nc2ccc(-c3ccc(N[C@@H]4O[C@H](C)[C@H](O)[C@H](O)[C@@H]4O)cc3)cc2)[C@H](O)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C24H32N2O8/c1-11-17(27)19(29)21(31)23(33-11)25-15-7-3-13(4-8-15)14-5-9-16(10-6-14)26-24-22(32)20(30)18(28)12(2)34-24/h3-12,17-32H,1-2H3/t11-,12+,17+,18-,19-,20-,21+,22-,23-,24+/m0/s1
InChIKey 
OOYPZQBTAUBPBA-FCAXKSSISA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL1093178
Homolog
Q8G2R2

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_5044.

PDB 3

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 28

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)