Ligand profile

ZINC89548993

Virtual-screening candidate from ZINC.

Bound to: VK055_3742 — peptidyl-prolyl cis-trans isomerase in protein folding

Via homolog UniProt Q3JK38 Formula C₁₅H₂₀N₂O₃S
Tanimoto 0.74
Mol. weight 308.40 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC89548993
UniProt (similar protein)
Q3JK38
Tanimoto
0.743
Target protein
VK055_3742

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 308.40 Da
LogP (Crippen) 0.75
H-bond donors 1
H-bond acceptors 4
TPSA 60.85 Ų
Rotatable bonds 4
Aromatic rings 1 / 2
Heavy atoms 21
Fraction sp³ C 0.47
Formula C₁₅H₂₀N₂O₃S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 60.9
  • −1 ≤ LogP ≤ 5 0.75
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 308.4
  • LogP ≤ 5 0.75
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 60.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(SCC(=O)N2CCN(C(=O)CO)CC2)cc1
InChI 
InChI=1S/C15H20N2O3S/c1-12-2-4-13(5-3-12)21-11-15(20)17-8-6-16(7-9-17)14(19)10-18/h2-5,18H,6-11H2,1H3
InChIKey 
ROVWZLVZAVCXDD-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
L2S
Homolog
Q3JK38

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_3742.

PDB 10

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

Ligand PDB entry

ChEMBL 2

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)