Ligand profile

CHEMBL383184

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₆H₅₆N₃O₅S⁺
pchembl 8.07 ~8.5 nM
Mol. weight 642.93 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL383184
UniProt (similar protein)
Q12908
pchembl
8.070 (~8.5 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 642.93 Da
LogP (Crippen) 4.94
H-bond donors 1
H-bond acceptors 7
TPSA 79.31 Ų
Rotatable bonds 15
Aromatic rings 2 / 6
Heavy atoms 45
Fraction sp³ C 0.67
Formula C₃₆H₅₆N₃O₅S⁺

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 79.3
  • −1 ≤ LogP ≤ 5 4.94
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 642.9
  • LogP ≤ 5 4.94
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 15
  • TPSA ≤ 140 Ų 79.3
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(OCCOCC[N+]34CCN(CC3)CC4)cc2)[C@H]1O
InChI 
InChI=1S/C36H56N3O5S/c1-5-7-15-36(16-8-6-2)28-45(41,42)33-14-11-30(37(3)4)27-32(33)34(35(36)40)29-9-12-31(13-10-29)44-26-25-43-24-23-39-20-17-38(18-21-39)19-22-39/h9-14,27,34-35,40H,5-8,15-26,28H2,1-4H3/q+1/t34-,35-/m1/s1
InChIKey 
AEIIUJJQHJHHGW-VSJLXWSYSA-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)