Ligand profile

ZINC72149814

Virtual-screening candidate from ZINC.

Bound to: HT085_RS00125 — prolyl oligopeptidase family serine peptidase

Via homolog UniProt Q9QUR6 Formula C₁₉H₂₇N₃O₂
Tanimoto 0.71
Mol. weight 329.44 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC72149814
UniProt (similar protein)
Q9QUR6
Tanimoto
0.714
Target protein
HT085_RS00125

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 329.44 Da
LogP (Crippen) 1.43
H-bond donors 1
H-bond acceptors 3
TPSA 52.65 Ų
Rotatable bonds 5
Aromatic rings 1 / 3
Heavy atoms 24
Fraction sp³ C 0.58
Formula C₁₉H₂₇N₃O₂

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 52.7
  • −1 ≤ LogP ≤ 5 1.43
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 329.4
  • LogP ≤ 5 1.43
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 52.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C([C@@H]1CNCCN1C(=O)CCCc1ccccc1)N1CCCC1
InChI 
InChI=1S/C19H27N3O2/c23-18(10-6-9-16-7-2-1-3-8-16)22-14-11-20-15-17(22)19(24)21-12-4-5-13-21/h1-3,7-8,17,20H,4-6,9-15H2/t17-/m0/s1
InChIKey 
SLQHHTAKSKZBLM-KRWDZBQOSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL289651
Homolog
Q9QUR6

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to HT085_RS00125.

PDB 2

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

Ligand PDB entry

ChEMBL 13

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)