Ligand profile

CHEMBL3677982

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P34913 Formula C₂₄H₂₇ClF₃N₃O₄
pchembl 9.30 ~0.5 nM
Mol. weight 513.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3677982
UniProt (similar protein)
P34913
pchembl
9.300 (~0.5 nM)
Target protein
VK055_0681

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 513.94 Da
LogP (Crippen) 6.22
H-bond donors 2
H-bond acceptors 5
TPSA 89.55 Ų
Rotatable bonds 5
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.46
Formula C₂₄H₂₇ClF₃N₃O₄

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 89.5
  • −1 ≤ LogP ≤ 5 6.22
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 513.9
  • LogP ≤ 5 6.22
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 89.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(C)(C)OC(=O)c1ccc(O[C@H]2CC[C@H](NC(=O)Nc3ccc(Cl)c(C(F)(F)F)c3)CC2)cn1
InChI 
InChI=1S/C24H27ClF3N3O4/c1-23(2,3)35-21(32)20-11-9-17(13-29-20)34-16-7-4-14(5-8-16)30-22(33)31-15-6-10-19(25)18(12-15)24(26,27)28/h6,9-14,16H,4-5,7-8H2,1-3H3,(H2,30,31,33)/t14-,16-
InChIKey 
AXYKXSDWTCGXGP-KOMQPUFPSA-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
301047
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_0681.

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)