Ligand profile

CHEMBL3954142

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_5137 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₈₄H₁₁₇Cl₆N₁₃O₁₈S₃
pchembl 8.20 ~6.3 nM
Mol. weight 1905.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3954142
UniProt (similar protein)
P48764
pchembl
8.200 (~6.3 nM)
Target protein
VK055_5137

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1905.85 Da
LogP (Crippen) 9.09
H-bond donors 9
H-bond acceptors 22
TPSA 357.93 Ų
Rotatable bonds 57
Aromatic rings 6 / 9
Heavy atoms 124
Fraction sp³ C 0.54
Formula C₈₄H₁₁₇Cl₆N₁₃O₁₈S₃

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 357.9
  • −1 ≤ LogP ≤ 5 9.09
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1905.9
  • LogP ≤ 5 9.09
  • H-bond donors ≤ 5 9
  • H-bond acceptors ≤ 10 22
Veber's rules Fail
  • Rotatable bonds ≤ 10 57
  • TPSA ≤ 140 Ų 357.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN1Cc2c(Cl)cc(Cl)cc2[C@H](c2cccc(S(=O)(=O)NCCOCCOCCOCCNC(=O)NCCCN(CCCNC(=O)NCCOCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)CCCNC(=O)NCCOCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1
InChI 
InChI=1S/C84H117Cl6N13O18S3/c1-100-55-73(70-49-64(85)52-79(88)76(70)58-100)61-10-4-13-67(46-61)122(107,108)97-22-31-116-37-43-119-40-34-113-28-19-94-82(104)91-16-7-25-103(26-8-17-92-83(105)95-20-29-114-35-41-120-44-38-117-32-23-98-123(109,110)68-14-5-11-62(47-68)74-56-101(2)59-77-71(74)50-65(86)53-80(77)89)27-9-18-93-84(106)96-21-30-115-36-42-121-45-39-118-33-24-99-124(111,112)69-15-6-12-63(48-69)75-57-102(3)60-78-72(75)51-66(87)54-81(78)90/h4-6,10-15,46-54,73-75,97-99H,7-9,16-45,55-60H2,1-3H3,(H2,91,94,104)(H2,92,95,105)(H2,93,96,106)/t73-,74-,75-/m0/s1
InChIKey 
DDJPNXQYWJJFQZ-UCBZISERSA-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_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)