Ligand profile

CHEMBL3979252

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3002 — na+/H+ antiporter

Via homolog UniProt P48764 Formula C₈₄H₁₁₇Cl₆N₁₃O₁₈S₃
pchembl 8.35 ~4.5 nM
Mol. weight 1905.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3979252
UniProt (similar protein)
P48764
pchembl
8.350 (~4.5 nM)
Target protein
VK055_3002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1905.85 Da
LogP (Crippen) 8.16
H-bond donors 9
H-bond acceptors 22
TPSA 364.56 Ų
Rotatable bonds 54
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 364.6
  • −1 ≤ LogP ≤ 5 8.16
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1905.9
  • LogP ≤ 5 8.16
  • H-bond donors ≤ 5 9
  • H-bond acceptors ≤ 10 22
Veber's rules Fail
  • Rotatable bonds ≤ 10 54
  • TPSA ≤ 140 Ų 364.6
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)N(CCO)CCOCCOCCNC(=O)NCCCN(CCCNC(=O)NCCOCCOCCN(CCO)S(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)CCCNC(=O)NCCOCCOCCN(CCO)S(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1
InChI 
InChI=1S/C84H117Cl6N13O18S3/c1-97-55-73(70-49-64(85)52-79(88)76(70)58-97)61-10-4-13-67(46-61)122(110,111)101(25-31-104)28-37-119-43-40-116-34-19-94-82(107)91-16-7-22-100(23-8-17-92-83(108)95-20-35-117-41-44-120-38-29-102(26-32-105)123(112,113)68-14-5-11-62(47-68)74-56-98(2)59-77-71(74)50-65(86)53-80(77)89)24-9-18-93-84(109)96-21-36-118-42-45-121-39-30-103(27-33-106)124(114,115)69-15-6-12-63(48-69)75-57-99(3)60-78-72(75)51-66(87)54-81(78)90/h4-6,10-15,46-54,73-75,104-106H,7-9,16-45,55-60H2,1-3H3,(H2,91,94,107)(H2,92,95,108)(H2,93,96,109)/t73-,74-,75-/m0/s1
InChIKey 
BDNJBKSNSUVFFL-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
Activity
763175
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)