Ligand profile

CHEMBL332974

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₈H₅₉F₃N₄O₆S
pchembl 8.80 ~1.6 nM
Mol. weight 756.97 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL332974
UniProt (similar protein)
Q12908
pchembl
8.800 (~1.6 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 756.97 Da
LogP (Crippen) 5.94
H-bond donors 3
H-bond acceptors 7
TPSA 138.87 Ų
Rotatable bonds 17
Aromatic rings 2 / 3
Heavy atoms 52
Fraction sp³ C 0.63
Formula C₃₈H₅₉F₃N₄O₆S

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 138.9
  • −1 ≤ LogP ≤ 5 5.94
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 757.0
  • LogP ≤ 5 5.94
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 138.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCC1(CCCC)NS(=O)(=O)c2ccc(N(C)C)cc2[C@@H](c2cccc(NC(=O)CCCC[N+](CC)(CC)CC)c2)[C@H]1O.O=C([O-])C(F)(F)F
InChI 
InChI=1S/C36H58N4O4S.C2HF3O2/c1-8-13-23-36(24-14-9-2)35(42)34(31-27-30(39(6)7)21-22-32(31)45(43,44)38-36)28-18-17-19-29(26-28)37-33(41)20-15-16-25-40(10-3,11-4)12-5;3-2(4,5)1(6)7/h17-19,21-22,26-27,34-35,38,42H,8-16,20,23-25H2,1-7H3;(H,6,7)/t34-,35-;/m1./s1
InChIKey 
FQABKRUUFYAYFH-SWIBWIMJSA-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
PF01758

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_3063.

PDB 4

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)