Ligand profile

CHEMBL5874649

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P10696 Formula C₄₅H₆₀N₂O₅
pchembl 7.22 ~60.3 nM
Mol. weight 708.98 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5874649
UniProt (similar protein)
P10696
pchembl
7.220 (~60.3 nM)
Target protein
VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 708.98 Da
LogP (Crippen) 8.86
H-bond donors 1
H-bond acceptors 6
TPSA 77.10 Ų
Rotatable bonds 7
Aromatic rings 2 / 8
Heavy atoms 52
Fraction sp³ C 0.64
Formula C₄₅H₆₀N₂O₅

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 77.1
  • −1 ≤ LogP ≤ 5 8.86
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 709.0
  • LogP ≤ 5 8.86
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 77.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1=C2C[C@H]3[C@@H](CC[C@@H]4C[C@H](OC(=O)CNCc5ccccc5)CC[C@@]43C)[C@@H]2CC[C@@]2(C1)O[C@@H]1C[C@H](C)CN(C(=O)OCc3ccccc3)[C@H]1[C@H]2C
InChI 
InChI=1S/C45H60N2O5/c1-29-21-40-42(47(27-29)43(49)50-28-33-13-9-6-10-14-33)31(3)45(52-40)20-18-36-37-16-15-34-22-35(51-41(48)26-46-25-32-11-7-5-8-12-32)17-19-44(34,4)39(37)23-38(36)30(2)24-45/h5-14,29,31,34-37,39-40,42,46H,15-28H2,1-4H3/t29-,31+,34+,35+,36-,37-,39-,40+,42-,44-,45-/m0/s1
InChIKey 
DEKZSQYAEWRBCK-MPRNAZGESA-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
791792
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)