Ligand profile

CHEMBL5175183

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P05187 Formula C₃₆H₅₈FN₇O₇S
Mol. weight 751.97 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5175183
UniProt (similar protein)
P05187
Target protein
VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 751.97 Da
LogP (Crippen) 1.93
H-bond donors 7
H-bond acceptors 9
TPSA 226.05 Ų
Rotatable bonds 25
Aromatic rings 1 / 2
Heavy atoms 52
Fraction sp³ C 0.67
Formula C₃₆H₅₈FN₇O₇S

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 226.1
  • −1 ≤ LogP ≤ 5 1.93
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 752.0
  • LogP ≤ 5 1.93
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 25
  • TPSA ≤ 140 Ų 226.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C[C@@H]1CCC[C@H](C)N1CCC(=O)N[C@@H](CCC(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(N)=O)C(=O)NCCCSCc1ccc(F)cc1
InChI 
InChI=1S/C36H58FN7O7S/c1-24-7-5-8-25(2)44(24)21-18-32(46)41-29(35(50)40-20-6-22-52-23-26-10-12-27(37)13-11-26)14-16-31(45)42-30(15-17-33(47)48)36(51)43-28(34(39)49)9-3-4-19-38/h10-13,24-25,28-30H,3-9,14-23,38H2,1-2H3,(H2,39,49)(H,40,50)(H,41,46)(H,42,45)(H,43,51)(H,47,48)/t24-,25+,28-,29-,30-/m0/s1
InChIKey 
QOFHWWBCLNSSQZ-CUTDWWQESA-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)