Ligand profile

CHEMBL4451878

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1452 — short chain dehydrogenase family protein

Via homolog UniProt P37058 Formula C₃₃H₄₁F₃N₂O₄S
pchembl 7.70 ~20.0 nM
Mol. weight 618.76 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4451878
UniProt (similar protein)
P37058
pchembl
7.700 (~20.0 nM)
Target protein
VK055_1452

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 618.76 Da
LogP (Crippen) 5.95
H-bond donors 1
H-bond acceptors 5
TPSA 77.92 Ų
Rotatable bonds 5
Aromatic rings 2 / 6
Heavy atoms 43
Fraction sp³ C 0.61
Formula C₃₃H₄₁F₃N₂O₄S

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 77.9
  • −1 ≤ LogP ≤ 5 5.95
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 618.8
  • LogP ≤ 5 5.95
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 77.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1CN(S(=O)(=O)c2ccccc2C(F)(F)F)C(C)CN1CC(O)c1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
InChI 
InChI=1S/C33H41F3N2O4S/c1-20-18-38(43(41,42)30-7-5-4-6-28(30)33(34,35)36)21(2)17-37(20)19-29(39)23-9-10-24-22(16-23)8-11-26-25(24)14-15-32(3)27(26)12-13-31(32)40/h4-7,9-10,16,20-21,25-27,29,39H,8,11-15,17-19H2,1-3H3/t20?,21?,25-,26-,27+,29?,32+/m1/s1
InChIKey 
FXMKLGRHXAJJMW-HPPAOWGVSA-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_1452.

PDB 1

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)