Ligand profile

CHEMBL194614

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₅H₅₆N₂O₄S
pchembl 7.80 ~15.8 nM
Mol. weight 600.91 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL194614
UniProt (similar protein)
Q12908
pchembl
7.800 (~15.8 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 600.91 Da
LogP (Crippen) 7.29
H-bond donors 1
H-bond acceptors 6
TPSA 70.08 Ų
Rotatable bonds 17
Aromatic rings 2 / 3
Heavy atoms 42
Fraction sp³ C 0.66
Formula C₃₅H₅₆N₂O₄S

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 70.1
  • −1 ≤ LogP ≤ 5 7.29
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 600.9
  • LogP ≤ 5 7.29
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 70.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCC1(CCCC)CS(=O)(=O)c2ccc(N(C)C)cc2[C@@H](c2ccc(OCCCCCN(CC)CC)cc2)[C@H]1O
InChI 
InChI=1S/C35H56N2O4S/c1-7-11-22-35(23-12-8-2)27-42(39,40)32-21-18-29(36(5)6)26-31(32)33(34(35)38)28-16-19-30(20-17-28)41-25-15-13-14-24-37(9-3)10-4/h16-21,26,33-34,38H,7-15,22-25,27H2,1-6H3/t33-,34-/m1/s1
InChIKey 
URBHNOUIEQXVTG-KKLWWLSJSA-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)