Ligand profile

CHEMBL3677986

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_4118 — alpha/beta hydrolase fold family protein

Via homolog UniProt P34913 Formula C₂₄H₂₇F₃N₄O₄
pchembl 9.30 ~0.5 nM
Mol. weight 492.50 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3677986
UniProt (similar protein)
P34913
pchembl
9.300 (~0.5 nM)
Target protein
VK055_4118

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 492.50 Da
LogP (Crippen) 4.73
H-bond donors 2
H-bond acceptors 5
TPSA 92.79 Ų
Rotatable bonds 6
Aromatic rings 2 / 4
Heavy atoms 35
Fraction sp³ C 0.46
Formula C₂₄H₂₇F₃N₄O₄

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 92.8
  • −1 ≤ LogP ≤ 5 4.73
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 492.5
  • LogP ≤ 5 4.73
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 92.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccc(OC(F)(F)F)cc1)N[C@H]1CC[C@H](Oc2ccnc(C(=O)N3CCCC3)c2)CC1
InChI 
InChI=1S/C24H27F3N4O4/c25-24(26,27)35-19-9-5-17(6-10-19)30-23(33)29-16-3-7-18(8-4-16)34-20-11-12-28-21(15-20)22(32)31-13-1-2-14-31/h5-6,9-12,15-16,18H,1-4,7-8,13-14H2,(H2,29,30,33)/t16-,18-
InChIKey 
ONQSXVPORWWMFO-SAABIXHNSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Activity
301056
Curation
pdb_similarity_tanimoto
Binding sites
PF00561

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_4118.

PDB 99

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

Ligand PDB entry

ChEMBL 99

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

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)