Ligand profile

CHEMBL5561265

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q99685 Formula C₂₃H₂₅Cl₂F₂N₃O₃S
pchembl 9.19 ~0.6 nM
Mol. weight 532.44 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5561265
UniProt (similar protein)
Q99685
pchembl
9.190 (~0.6 nM)
Target protein
VK055_3154

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 532.44 Da
LogP (Crippen) 4.85
H-bond donors 0
H-bond acceptors 5
TPSA 76.57 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 34
Fraction sp³ C 0.43
Formula C₂₃H₂₅Cl₂F₂N₃O₃S

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 76.6
  • −1 ≤ LogP ≤ 5 4.85
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 532.4
  • LogP ≤ 5 4.85
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 76.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCC(F)(F)C(=O)C[S+]([O-])c1ccc(C(=O)N2CCN(c3cc(Cl)ccn3)[C@@H](C)[C@@H]2C)cc1Cl
InChI 
InChI=1S/C23H25Cl2F2N3O3S/c1-4-23(26,27)20(31)13-34(33)19-6-5-16(11-18(19)25)22(32)30-10-9-29(14(2)15(30)3)21-12-17(24)7-8-28-21/h5-8,11-12,14-15H,4,9-10,13H2,1-3H3/t14-,15-,34?/m0/s1
InChIKey 
MSDLPSSVDHLWAE-ZKGKNJHHSA-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)