Ligand profile

ZINC73315766

Virtual-screening candidate from ZINC.

Bound to: VK055_5159 — DNA adenine methylase family protein

Via homolog UniProt P0AEE8 Formula C₁₇H₂₇N₅O₃S
Tanimoto 0.71
Mol. weight 381.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC73315766
UniProt (similar protein)
P0AEE8
Tanimoto
0.707
Target protein
VK055_5159

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 381.50 Da
LogP (Crippen) 1.73
H-bond donors 3
H-bond acceptors 9
TPSA 119.31 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 26
Fraction sp³ C 0.71
Formula C₁₇H₂₇N₅O₃S

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 119.3
  • −1 ≤ LogP ≤ 5 1.73
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 381.5
  • LogP ≤ 5 1.73
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 119.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCCSC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C17H27N5O3S/c1-2-3-4-5-6-7-26-8-11-13(23)14(24)17(25-11)22-10-21-12-15(18)19-9-20-16(12)22/h9-11,13-14,17,23-24H,2-8H2,1H3,(H2,18,19,20)/t11-,13+,14+,17-/m1/s1
InChIKey 
HMECIBOATAUFOB-LRCAOYNASA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL399890
Homolog
P0AEE8

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_5159.

ChEMBL 3

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)