Ligand profile

CHEMBL3985868

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₈₀H₁₀₂Cl₆N₁₀O₁₉S₃
pchembl 7.60 ~25.1 nM
Mol. weight 1816.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3985868
UniProt (similar protein)
P26433
pchembl
7.600 (~25.1 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1816.67 Da
LogP (Crippen) 8.32
H-bond donors 8
H-bond acceptors 21
TPSA 366.54 Ų
Rotatable bonds 50
Aromatic rings 6 / 9
Heavy atoms 118
Fraction sp³ C 0.49
Formula C₈₀H₁₀₂Cl₆N₁₀O₁₉S₃

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 366.5
  • −1 ≤ LogP ≤ 5 8.32
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1816.7
  • LogP ≤ 5 8.32
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 50
  • TPSA ≤ 140 Ų 366.5
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)CCC(CCC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)(CCC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)NC(=O)COCC(=O)O)c2)C1
InChI 
InChI=1S/C80H102Cl6N10O19S3/c1-94-46-66(63-40-57(81)43-72(84)69(63)49-94)54-7-4-10-60(37-54)116(103,104)90-22-28-112-34-31-109-25-19-87-75(97)13-16-80(93-78(100)52-115-53-79(101)102,17-14-76(98)88-20-26-110-32-35-113-29-23-91-117(105,106)61-11-5-8-55(38-61)67-47-95(2)50-70-64(67)41-58(82)44-73(70)85)18-15-77(99)89-21-27-111-33-36-114-30-24-92-118(107,108)62-12-6-9-56(39-62)68-48-96(3)51-71-65(68)42-59(83)45-74(71)86/h4-12,37-45,66-68,90-92H,13-36,46-53H2,1-3H3,(H,87,97)(H,88,98)(H,89,99)(H,93,100)(H,101,102)/t66-,67-,68-/m0/s1
InChIKey 
JXMZSTPKLSQGOA-NLXGDKCYSA-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)