Ligand profile

CHEMBL3972753

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3002 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₅₈H₈₀Cl₄N₁₀O₁₂S₂
pchembl 8.45 ~3.5 nM
Mol. weight 1315.28 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3972753
UniProt (similar protein)
P48764
pchembl
8.450 (~3.5 nM)
Target protein
VK055_3002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1315.28 Da
LogP (Crippen) 5.94
H-bond donors 8
H-bond acceptors 16
TPSA 288.50 Ų
Rotatable bonds 33
Aromatic rings 4 / 8
Heavy atoms 86
Fraction sp³ C 0.55
Formula C₅₈H₈₀Cl₄N₁₀O₁₂S₂

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 288.5
  • −1 ≤ LogP ≤ 5 5.94
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1315.3
  • LogP ≤ 5 5.94
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 33
  • TPSA ≤ 140 Ų 288.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
N[C@@H]1CCCN([C@H]2Cc3c(Cl)cc(Cl)cc3[C@@H]2Oc2ccc(S(=O)(=O)NCCOCCOCCNC(=O)NCCCCNC(=O)NCCOCCOCCNS(=O)(=O)c3ccc(O[C@H]4c5cc(Cl)cc(Cl)c5C[C@@H]4N4CCC[C@@H](N)C4)cc3)cc2)C1
InChI 
InChI=1S/C58H80Cl4N10O12S2/c59-39-31-49-47(51(61)33-39)35-53(71-21-3-5-41(63)37-71)55(49)83-43-7-11-45(12-8-43)85(75,76)69-19-25-81-29-27-79-23-17-67-57(73)65-15-1-2-16-66-58(74)68-18-24-80-28-30-82-26-20-70-86(77,78)46-13-9-44(10-14-46)84-56-50-32-40(60)34-52(62)48(50)36-54(56)72-22-4-6-42(64)38-72/h7-14,31-34,41-42,53-56,69-70H,1-6,15-30,35-38,63-64H2,(H2,65,67,73)(H2,66,68,74)/t41-,42-,53+,54+,55+,56+/m1/s1
InChIKey 
AYMVQQDBIDBBFI-UADKWFTKSA-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
763153
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)