Ligand profile

CHEMBL4470668

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1961 — serine 3-dehydrogenase

Via homolog UniProt P51658 Formula C₂₄H₁₁F₅N₂O₄S₂
pchembl 7.30 ~50.1 nM
Mol. weight 550.49 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4470668
UniProt (similar protein)
P51658
pchembl
7.300 (~50.1 nM)
Target protein
VK055_1961

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 550.49 Da
LogP (Crippen) 5.72
H-bond donors 2
H-bond acceptors 6
TPSA 107.26 Ų
Rotatable bonds 6
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.00
Formula C₂₄H₁₁F₅N₂O₄S₂

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 107.3
  • −1 ≤ LogP ≤ 5 5.72
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 550.5
  • LogP ≤ 5 5.72
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 107.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N#Cc1ccc(S(=O)(=O)Nc2cc(-c3ccc(C(=O)c4cc(F)c(F)c(O)c4F)s3)c(F)cc2F)cc1
InChI 
InChI=1S/C24H11F5N2O4S2/c25-15-9-16(26)18(31-37(34,35)12-3-1-11(10-30)2-4-12)8-13(15)19-5-6-20(36-19)23(32)14-7-17(27)22(29)24(33)21(14)28/h1-9,31,33H
InChIKey 
NOGBQLBZUQQSFJ-UHFFFAOYSA-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
PF00106

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_1961.

PDB 4

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

Ligand PDB entry

ChEMBL 47

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)