Ligand profile

CHEMBL5846806

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3002 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₅₃H₇₂Cl₄N₈O₁₂S₂
pchembl 8.20 ~6.3 nM
Mol. weight 1219.15 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5846806
UniProt (similar protein)
P48764
pchembl
8.200 (~6.3 nM)
Target protein
VK055_3002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1219.15 Da
LogP (Crippen) 6.56
H-bond donors 5
H-bond acceptors 14
TPSA 227.67 Ų
Rotatable bonds 33
Aromatic rings 4 / 6
Heavy atoms 79
Fraction sp³ C 0.51
Formula C₅₃H₇₂Cl₄N₈O₁₂S₂

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 227.7
  • −1 ≤ LogP ≤ 5 6.56
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1219.1
  • LogP ≤ 5 6.56
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 33
  • TPSA ≤ 140 Ų 227.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C)[C@H]1Cc2c(Cl)cc(Cl)cc2[C@@H]1Oc1ccc(S(=O)(=O)NCCOCCOCCNC(=O)NCCCCNC(=O)NCCOCCOCCN(C)S(=O)(=O)c2ccc(O[C@H]3c4cc(Cl)cc(Cl)c4C[C@@H]3N(C)C)cc2)cc1
InChI 
InChI=1S/C53H72Cl4N8O12S2/c1-63(2)48-34-42-44(30-36(54)32-46(42)56)50(48)76-38-8-12-40(13-9-38)78(68,69)62-20-24-74-27-26-72-22-18-60-52(66)58-16-6-7-17-59-53(67)61-19-23-73-28-29-75-25-21-65(5)79(70,71)41-14-10-39(11-15-41)77-51-45-31-37(55)33-47(57)43(45)35-49(51)64(3)4/h8-15,30-33,48-51,62H,6-7,16-29,34-35H2,1-5H3,(H2,58,60,66)(H2,59,61,67)/t48-,49-,50-,51-/m0/s1
InChIKey 
ONRUKEALKCMWHM-KBQHETQHSA-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
763223
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_3002.

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)