Ligand profile

CHEMBL3926527

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₅₈H₈₀F₂N₈O₁₂S₂
pchembl 8.90 ~1.3 nM
Mol. weight 1183.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3926527
UniProt (similar protein)
P26433
pchembl
8.900 (~1.3 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1183.45 Da
LogP (Crippen) 5.73
H-bond donors 6
H-bond acceptors 14
TPSA 236.46 Ų
Rotatable bonds 33
Aromatic rings 4 / 8
Heavy atoms 82
Fraction sp³ C 0.55
Formula C₅₈H₈₀F₂N₈O₁₂S₂

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 236.5
  • −1 ≤ LogP ≤ 5 5.73
Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1183.5
  • LogP ≤ 5 5.73
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 33
  • TPSA ≤ 140 Ų 236.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCCCCNC(=O)NCCOCCOCCNS(=O)(=O)c1ccc(O[C@H]2c3cc(F)ccc3C[C@@H]2N2CCCCC2)cc1)NCCOCCOCCNS(=O)(=O)c1ccc(O[C@H]2c3cc(F)ccc3C[C@@H]2N2CCCCC2)cc1
InChI 
InChI=1S/C58H80F2N8O12S2/c59-45-11-9-43-39-53(67-27-5-1-6-28-67)55(51(43)41-45)79-47-13-17-49(18-14-47)81(71,72)65-25-33-77-37-35-75-31-23-63-57(69)61-21-3-4-22-62-58(70)64-24-32-76-36-38-78-34-26-66-82(73,74)50-19-15-48(16-20-50)80-56-52-42-46(60)12-10-44(52)40-54(56)68-29-7-2-8-30-68/h9-20,41-42,53-56,65-66H,1-8,21-40H2,(H2,61,63,69)(H2,62,64,70)/t53-,54-,55-,56-/m0/s1
InChIKey 
NVCNYUVMXCGAOF-YKLCXBGOSA-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)