Ligand profile

CHEMBL5203638

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P05187 Formula C₃₃H₅₄FN₇O₅S
Mol. weight 679.90 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5203638
UniProt (similar protein)
P05187
Target protein
VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 679.90 Da
LogP (Crippen) 1.70
H-bond donors 6
H-bond acceptors 8
TPSA 188.75 Ų
Rotatable bonds 22
Aromatic rings 1 / 2
Heavy atoms 47
Fraction sp³ C 0.67
Formula C₃₃H₅₄FN₇O₅S

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 188.8
  • −1 ≤ LogP ≤ 5 1.70
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 679.9
  • LogP ≤ 5 1.70
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 22
  • TPSA ≤ 140 Ų 188.8
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)NCC(=O)N[C@@H](CCCCN)C(N)=O)C(=O)NCCCSCc1ccc(F)cc1
InChI 
InChI=1S/C33H54FN7O5S/c1-23-7-5-8-24(2)41(23)19-16-30(43)40-28(33(46)37-18-6-20-47-22-25-10-12-26(34)13-11-25)14-15-29(42)38-21-31(44)39-27(32(36)45)9-3-4-17-35/h10-13,23-24,27-28H,3-9,14-22,35H2,1-2H3,(H2,36,45)(H,37,46)(H,38,42)(H,39,44)(H,40,43)/t23-,24+,27-,28-/m0/s1
InChIKey 
WZXZXUAMQBTYEQ-JZTSUELASA-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)