Ligand profile

CHEMBL555022

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₃₇H₆₁BrN₂O₄S
pchembl 8.70 ~2.0 nM
Mol. weight 709.88 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL555022
UniProt (similar protein)
Q12908
pchembl
8.700 (~2.0 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 709.88 Da
LogP (Crippen) 4.83
H-bond donors 1
H-bond acceptors 5
TPSA 66.84 Ų
Rotatable bonds 18
Aromatic rings 2 / 3
Heavy atoms 45
Fraction sp³ C 0.68
Formula C₃₇H₆₁BrN₂O₄S

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 66.8
  • −1 ≤ LogP ≤ 5 4.83
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 709.9
  • LogP ≤ 5 4.83
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 66.8
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](c2cccc(OCCCCC[N+](CC)(CC)CC)c2)[C@H]1O.[Br-]
InChI 
InChI=1S/C37H61N2O4S.BrH/c1-8-13-23-37(24-14-9-2)29-44(41,42)34-22-21-31(38(6)7)28-33(34)35(36(37)40)30-19-18-20-32(27-30)43-26-17-15-16-25-39(10-3,11-4)12-5;/h18-22,27-28,35-36,40H,8-17,23-26,29H2,1-7H3;1H/q+1;/p-1/t35-,36-;/m1./s1
InChIKey 
KCGIHUFWXOAFHI-OZBLHQGLSA-M

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)