Ligand profile

CHEMBL3933814

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₅₆H₇₈Cl₄N₈O₁₃S₂
pchembl 7.80 ~15.8 nM
Mol. weight 1277.23 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3933814
UniProt (similar protein)
P26433
pchembl
7.800 (~15.8 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1277.23 Da
LogP (Crippen) 4.32
H-bond donors 5
H-bond acceptors 17
TPSA 250.89 Ų
Rotatable bonds 39
Aromatic rings 4 / 6
Heavy atoms 83
Fraction sp³ C 0.54
Formula C₅₆H₇₈Cl₄N₈O₁₃S₂

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 250.9
  • −1 ≤ LogP ≤ 5 4.32
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1277.2
  • LogP ≤ 5 4.32
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 17
Veber's rules Fail
  • Rotatable bonds ≤ 10 39
  • TPSA ≤ 140 Ų 250.9
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)CN(CCOCCOCCOCCN)CC(=O)NCCOCCOCCNS(=O)(=O)c3cccc([C@@H]4CN(C)Cc5c(Cl)cc(Cl)cc54)c3)c2)C1
InChI 
InChI=1S/C56H78Cl4N8O13S2/c1-66-35-49(47-31-43(57)33-53(59)51(47)37-66)41-5-3-7-45(29-41)82(71,72)64-12-18-78-24-22-76-16-10-62-55(69)39-68(14-20-80-26-28-81-27-21-75-15-9-61)40-56(70)63-11-17-77-23-25-79-19-13-65-83(73,74)46-8-4-6-42(30-46)50-36-67(2)38-52-48(50)32-44(58)34-54(52)60/h3-8,29-34,49-50,64-65H,9-28,35-40,61H2,1-2H3,(H,62,69)(H,63,70)/t49-,50-/m0/s1
InChIKey 
JQCYSTFMXKEZOP-WLTNIFSVSA-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)