Ligand profile

CHEMBL4213459

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_1677 — tyrosine phosphatase family protein

Via homolog UniProt A0A045ISB3 Formula C₄₀H₄₁N₅O₅
pchembl 6.77 ~169.8 nM
Mol. weight 671.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4213459
UniProt (similar protein)
A0A045ISB3
pchembl
6.770 (~169.8 nM)
Target protein
VK055_1677

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 671.80 Da
LogP (Crippen) 9.15
H-bond donors 2
H-bond acceptors 8
TPSA 132.37 Ų
Rotatable bonds 14
Aromatic rings 6 / 7
Heavy atoms 50
Fraction sp³ C 0.33
Formula C₄₀H₄₁N₅O₅

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 132.4
  • −1 ≤ LogP ≤ 5 9.15
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 671.8
  • LogP ≤ 5 9.15
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 132.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(CCCCCCn1cc(COc2ccc(-c3cc(C(=O)O)no3)c(C3CCCCC3)c2)nn1)Nc1ccc2cc3ccccc3cc2c1
InChI 
InChI=1S/C40H41N5O5/c46-39(41-32-16-15-30-20-28-12-7-8-13-29(28)21-31(30)22-32)14-6-1-2-9-19-45-25-33(42-44-45)26-49-34-17-18-35(38-24-37(40(47)48)43-50-38)36(23-34)27-10-4-3-5-11-27/h7-8,12-13,15-18,20-25,27H,1-6,9-11,14,19,26H2,(H,41,46)(H,47,48)
InChIKey 
PQHGVVCKKKBUNY-UHFFFAOYSA-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
PF13350

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_1677.

ChEMBL 75

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)