Ligand profile

CHEMBL4785835

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3154 — alpha/beta hydrolase fold family protein

Via homolog UniProt Q99685 Formula C₂₄H₂₄F₃N₃O₃
pchembl 10.40 ~0.0 nM
Mol. weight 459.47 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4785835
UniProt (similar protein)
Q99685
pchembl
10.400 (~0.0 nM)
Target protein
VK055_3154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 459.47 Da
LogP (Crippen) 3.48
H-bond donors 1
H-bond acceptors 3
TPSA 61.88 Ų
Rotatable bonds 2
Aromatic rings 2 / 5
Heavy atoms 33
Fraction sp³ C 0.42
Formula C₂₄H₂₄F₃N₃O₃

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 61.9
  • −1 ≤ LogP ≤ 5 3.48
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 459.5
  • LogP ≤ 5 3.48
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 61.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1CO[C@H]2CCN(C(=O)N3CC(c4ccc(-c5ccccc5C(F)(F)F)cc4)C3)C[C@H]2N1
InChI 
InChI=1S/C24H24F3N3O3/c25-24(26,27)19-4-2-1-3-18(19)16-7-5-15(6-8-16)17-11-30(12-17)23(32)29-10-9-21-20(13-29)28-22(31)14-33-21/h1-8,17,20-21H,9-14H2,(H,28,31)/t20-,21+/m1/s1
InChIKey 
ZWHPJQRIDUDSRC-RTWAWAEBSA-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
Binding sites
PF12146

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_3154.

PDB 7

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)