Ligand profile

CHEMBL4282462

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₇₉H₁₀₀Cl₆N₁₀O₁₈S₃
pchembl 7.50 ~31.6 nM
Mol. weight 1786.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4282462
UniProt (similar protein)
P26433
pchembl
7.500 (~31.6 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1786.64 Da
LogP (Crippen) 8.69
H-bond donors 8
H-bond acceptors 20
TPSA 357.31 Ų
Rotatable bonds 48
Aromatic rings 6 / 9
Heavy atoms 116
Fraction sp³ C 0.48
Formula C₇₉H₁₀₀Cl₆N₁₀O₁₈S₃

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 357.3
  • −1 ≤ LogP ≤ 5 8.69
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1786.6
  • LogP ≤ 5 8.69
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 20
Veber's rules Fail
  • Rotatable bonds ≤ 10 48
  • TPSA ≤ 140 Ų 357.3
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)(CC(=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/C79H100Cl6N10O18S3/c1-93-47-65(62-40-56(80)43-71(83)68(62)50-93)53-7-4-10-59(37-53)114(102,103)89-22-28-111-34-31-108-25-19-86-74(96)15-17-79(92-76(98)13-14-78(100)101,46-77(99)88-21-27-110-33-36-113-30-24-91-116(106,107)61-12-6-9-55(39-61)67-49-95(3)52-70-64(67)42-58(82)45-73(70)85)18-16-75(97)87-20-26-109-32-35-112-29-23-90-115(104,105)60-11-5-8-54(38-60)66-48-94(2)51-69-63(66)41-57(81)44-72(69)84/h4-12,37-45,65-67,89-91H,13-36,46-52H2,1-3H3,(H,86,96)(H,87,97)(H,88,99)(H,92,98)(H,100,101)/t65-,66-,67-/m0/s1
InChIKey 
XBKAEYJNKRIMLA-HAVWHVHFSA-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)