Ligand profile

CHEMBL3951816

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₈₁H₁₀₃Cl₆N₁₁O₂₀S₃
pchembl 7.60 ~25.1 nM
Mol. weight 1859.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3951816
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 1859.69 Da
LogP (Crippen) 8.33
H-bond donors 10
H-bond acceptors 21
TPSA 406.64 Ų
Rotatable bonds 50
Aromatic rings 6 / 9
Heavy atoms 121
Fraction sp³ C 0.48
Formula C₈₁H₁₀₃Cl₆N₁₁O₂₀S₃

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 406.6
  • −1 ≤ LogP ≤ 5 8.33
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1859.7
  • LogP ≤ 5 8.33
  • H-bond donors ≤ 5 10
  • H-bond acceptors ≤ 10 21
Veber's rules Fail
  • Rotatable bonds ≤ 10 50
  • TPSA ≤ 140 Ų 406.6
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)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)N[C@@H](CC(=O)O)C(=O)O)c2)C1
InChI 
InChI=1S/C81H103Cl6N11O20S3/c1-96-47-65(62-40-56(82)43-71(85)68(62)50-96)53-7-4-10-59(37-53)119(107,108)91-22-28-116-34-31-113-25-19-88-75(99)13-16-81(95-80(106)94-74(79(104)105)46-78(102)103,17-14-76(100)89-20-26-114-32-35-117-29-23-92-120(109,110)60-11-5-8-54(38-60)66-48-97(2)51-69-63(66)41-57(83)44-72(69)86)18-15-77(101)90-21-27-115-33-36-118-30-24-93-121(111,112)61-12-6-9-55(39-61)67-49-98(3)52-70-64(67)42-58(84)45-73(70)87/h4-12,37-45,65-67,74,91-93H,13-36,46-52H2,1-3H3,(H,88,99)(H,89,100)(H,90,101)(H,102,103)(H,104,105)(H2,94,95,106)/t65-,66-,67-,74-/m0/s1
InChIKey 
UJKXEKQWPBDRKN-MUOCXZOZSA-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)