Ligand profile

CHEMBL3920558

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_0145 — transporter associated domain protein

Via homolog UniProt P26433 Formula C₅₆H₇₂F₄N₁₂O₁₆S₂
pchembl 7.70 ~20.0 nM
Mol. weight 1309.39 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3920558
UniProt (similar protein)
P26433
pchembl
7.700 (~20.0 nM)
Target protein
VK055_0145

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1309.39 Da
LogP (Crippen) 2.63
H-bond donors 8
H-bond acceptors 16
TPSA 393.80 Ų
Rotatable bonds 36
Aromatic rings 4 / 5
Heavy atoms 90
Fraction sp³ C 0.39
Formula C₅₆H₇₂F₄N₁₂O₁₆S₂

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 393.8
  • −1 ≤ LogP ≤ 5 2.63
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1309.4
  • LogP ≤ 5 2.63
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 36
  • TPSA ≤ 140 Ų 393.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C(=C\c1cc(F)c(Oc2ccc(S(=O)(=O)NCCOCCOCCOCCNC(=O)N3CCN(C(=O)NCCOCCOCCOCCNS(=O)(=O)c4ccc(Oc5c(F)cc(/C=C(\C)C(=O)N=C(N)N)cc5F)cc4)CC3)cc2)c(F)c1)C(=O)N=C(N)N
InChI 
InChI=1S/C56H72F4N12O16S2/c1-37(51(73)69-53(61)62)31-39-33-45(57)49(46(58)34-39)87-41-3-7-43(8-4-41)89(77,78)67-13-21-83-25-29-85-27-23-81-19-11-65-55(75)71-15-17-72(18-16-71)56(76)66-12-20-82-24-28-86-30-26-84-22-14-68-90(79,80)44-9-5-42(6-10-44)88-50-47(59)35-40(36-48(50)60)32-38(2)52(74)70-54(63)64/h3-10,31-36,67-68H,11-30H2,1-2H3,(H,65,75)(H,66,76)(H4,61,62,69,73)(H4,63,64,70,74)/b37-31+,38-32+
InChIKey 
MHRFMUXUESQZJZ-CBSZVXRSSA-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)