Ligand profile

CHEMBL5923279

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5137 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₅₆H₇₇Cl₄N₇O₁₃S₂
pchembl 8.00 ~10.0 nM
Mol. weight 1262.21 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5923279
UniProt (similar protein)
P48764
pchembl
8.000 (~10.0 nM)
Target protein
VK055_5137

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1262.21 Da
LogP (Crippen) 5.78
H-bond donors 4
H-bond acceptors 16
TPSA 224.87 Ų
Rotatable bonds 38
Aromatic rings 4 / 6
Heavy atoms 82
Fraction sp³ C 0.54
Formula C₅₆H₇₇Cl₄N₇O₁₃S₂

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 224.9
  • −1 ≤ LogP ≤ 5 5.78
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1262.2
  • LogP ≤ 5 5.78
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 38
  • TPSA ≤ 140 Ų 224.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOCCN(CC(=O)NCCOCCOCCOCCNS(=O)(=O)c1cccc([C@@H]2CN(C)Cc3c(Cl)cc(Cl)cc32)c1)CC(=O)NCCOCCOCCOCCNS(=O)(=O)c1cccc([C@@H]2CCN(C)c3c(Cl)cc(Cl)cc32)c1
InChI 
InChI=1S/C56H77Cl4N7O13S2/c1-4-74-22-17-67(39-54(68)61-12-18-75-23-27-79-29-25-77-20-14-63-81(70,71)45-9-5-7-41(31-45)47-11-16-66(3)56-49(47)34-44(58)36-53(56)60)40-55(69)62-13-19-76-24-28-80-30-26-78-21-15-64-82(72,73)46-10-6-8-42(32-46)50-37-65(2)38-51-48(50)33-43(57)35-52(51)59/h5-10,31-36,47,50,63-64H,4,11-30,37-40H2,1-3H3,(H,61,68)(H,62,69)/t47-,50-/m0/s1
InChIKey 
NSPGRJKLMMVUDI-RUYBCWNZSA-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
Activity
763022
Binding sites
PF00999

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_5137.

PDB 2

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)