Ligand profile

CHEMBL5187220

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P05187 Formula C₃₆H₃₂N₈O₇
Mol. weight 688.70 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5187220
UniProt (similar protein)
P05187
Target protein
VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 688.70 Da
LogP (Crippen) 4.09
H-bond donors 5
H-bond acceptors 12
TPSA 216.58 Ų
Rotatable bonds 14
Aromatic rings 6 / 6
Heavy atoms 51
Fraction sp³ C 0.14
Formula C₃₆H₃₂N₈O₇

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 216.6
  • −1 ≤ LogP ≤ 5 4.09
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 688.7
  • LogP ≤ 5 4.09
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 216.6
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
NC(=O)CC[C@@H](C(=O)Nc1cccc(Oc2ccccc2)c1)n1cc(CNC(=O)c2ccc3ncn(CC(=O)c4ccc(O)c(O)c4)c3c2)nn1
InChI 
InChI=1S/C36H32N8O7/c37-34(48)14-12-29(36(50)40-24-5-4-8-27(17-24)51-26-6-2-1-3-7-26)44-19-25(41-42-44)18-38-35(49)23-9-11-28-30(15-23)43(21-39-28)20-33(47)22-10-13-31(45)32(46)16-22/h1-11,13,15-17,19,21,29,45-46H,12,14,18,20H2,(H2,37,48)(H,38,49)(H,40,50)/t29-/m0/s1
InChIKey 
QUPGQQQDAHDFGU-LJAQVGFWSA-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
Activity
Active
Binding sites
PF00245

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_2229.

PDB 7

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 26

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)