Ligand profile

CHEMBL5173448

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P05187 Formula C₂₇H₂₂ClF₃N₂O₄
Mol. weight 530.93 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5173448
UniProt (similar protein)
P05187
Target protein
VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.93 Da
LogP (Crippen) 5.57
H-bond donors 3
H-bond acceptors 3
TPSA 95.50 Ų
Rotatable bonds 7
Aromatic rings 3 / 4
Heavy atoms 37
Fraction sp³ C 0.22
Formula C₂₇H₂₂ClF₃N₂O₄

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 95.5
  • −1 ≤ LogP ≤ 5 5.57
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 530.9
  • LogP ≤ 5 5.57
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 95.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc2c(c1)NC(=O)C2CC(=O)N[C@@H](Cc1ccc(-c2ccc(Cl)cc2C(F)(F)F)cc1)C(=O)O
InChI 
InChI=1S/C27H22ClF3N2O4/c1-14-2-8-19-20(25(35)33-22(19)10-14)13-24(34)32-23(26(36)37)11-15-3-5-16(6-4-15)18-9-7-17(28)12-21(18)27(29,30)31/h2-10,12,20,23H,11,13H2,1H3,(H,32,34)(H,33,35)(H,36,37)/t20?,23-/m0/s1
InChIKey 
XXZGXXHMULEDBI-AKRCKQFNSA-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)