Ligand profile

ZINC134605924

Virtual-screening candidate from ZINC.

Bound to: VK055_0681 — alpha/beta hydrolase fold family protein

Via homolog UniProt P80299 Formula C₁₇H₂₇N₃O₂
Tanimoto 0.89
Mol. weight 305.42 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC134605924
UniProt (similar protein)
P80299
Tanimoto
0.889
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 305.42 Da
LogP (Crippen) 1.88
H-bond donors 2
H-bond acceptors 2
TPSA 61.44 Ų
Rotatable bonds 2
Aromatic rings 0 / 5
Heavy atoms 22
Fraction sp³ C 0.88
Formula C₁₇H₂₇N₃O₂

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 61.4
  • −1 ≤ LogP ≤ 5 1.88
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 305.4
  • LogP ≤ 5 1.88
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 2
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 61.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)N1CC[C@@H](NC(=O)NC23CC4CC(CC(C4)C2)C3)C1
InChI 
InChI=1S/C17H27N3O2/c1-11(21)20-3-2-15(10-20)18-16(22)19-17-7-12-4-13(8-17)6-14(5-12)9-17/h12-15H,2-10H2,1H3,(H2,18,19,22)/t12?,13?,14?,15-,17?/m1/s1
InChIKey 
RBICCPKCQRVESI-UZZMVUAXSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL436774
Homolog
P80299

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_0681.

PDB 99

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

Ligand PDB entry

ChEMBL 100

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)