Ligand profile

CHEMBL3983692

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₈₃H₁₁₁Cl₆N₁₃O₁₈S₃
pchembl 7.70 ~20.0 nM
Mol. weight 1887.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3983692
UniProt (similar protein)
P26433
pchembl
7.700 (~20.0 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1887.79 Da
LogP (Crippen) 9.63
H-bond donors 11
H-bond acceptors 20
TPSA 393.40 Ų
Rotatable bonds 52
Aromatic rings 6 / 9
Heavy atoms 123
Fraction sp³ C 0.51
Formula C₈₃H₁₁₁Cl₆N₁₃O₁₈S₃

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 393.4
  • −1 ≤ LogP ≤ 5 9.63
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1887.8
  • LogP ≤ 5 9.63
  • H-bond donors ≤ 5 11
  • H-bond acceptors ≤ 10 20
Veber's rules Fail
  • Rotatable bonds ≤ 10 52
  • TPSA ≤ 140 Ų 393.4
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)NCCOCCOCCNC(=O)NCCCC(CCCNC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)(CCCNC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)NC(=O)CCC(=O)O)c2)C1
InChI 
InChI=1S/C83H111Cl6N13O18S3/c1-100-51-69(66-45-60(84)48-75(87)72(66)54-100)57-10-4-13-63(42-57)121(109,110)96-27-33-118-39-36-115-30-24-93-80(106)90-21-7-18-83(99-78(103)16-17-79(104)105,19-8-22-91-81(107)94-25-31-116-37-40-119-34-28-97-122(111,112)64-14-5-11-58(43-64)70-52-101(2)55-73-67(70)46-61(85)49-76(73)88)20-9-23-92-82(108)95-26-32-117-38-41-120-35-29-98-123(113,114)65-15-6-12-59(44-65)71-53-102(3)56-74-68(71)47-62(86)50-77(74)89/h4-6,10-15,42-50,69-71,96-98H,7-9,16-41,51-56H2,1-3H3,(H,99,103)(H,104,105)(H2,90,93,106)(H2,91,94,107)(H2,92,95,108)/t69-,70-,71-/m0/s1
InChIKey 
JSKSAHMGKRUMCG-ZVXTYOKUSA-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_0145.

PDB 4

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)