Ligand profile

CHEMBL3977506

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3002 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₅₄H₇₄Cl₄N₈O₁₂S₂
pchembl 8.20 ~6.3 nM
Mol. weight 1233.18 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3977506
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 1233.18 Da
LogP (Crippen) 6.90
H-bond donors 4
H-bond acceptors 14
TPSA 218.88 Ų
Rotatable bonds 33
Aromatic rings 4 / 6
Heavy atoms 80
Fraction sp³ C 0.52
Formula C₅₄H₇₄Cl₄N₈O₁₂S₂

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 218.9
  • −1 ≤ LogP ≤ 5 6.90
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1233.2
  • LogP ≤ 5 6.90
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 33
  • TPSA ≤ 140 Ų 218.9
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)N(C)CCOCCOCCNC(=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/C54H74Cl4N8O12S2/c1-63(2)49-35-43-45(31-37(55)33-47(43)57)51(49)77-39-9-13-41(14-10-39)79(69,70)65(5)21-25-75-29-27-73-23-19-61-53(67)59-17-7-8-18-60-54(68)62-20-24-74-28-30-76-26-22-66(6)80(71,72)42-15-11-40(12-16-42)78-52-46-32-38(56)34-48(58)44(46)36-50(52)64(3)4/h9-16,31-34,49-52H,7-8,17-30,35-36H2,1-6H3,(H2,59,61,67)(H2,60,62,68)/t49-,50-,51-,52-/m0/s1
InChIKey 
YASXTPVZIDIWDB-CFOCFGCLSA-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
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)