Ligand profile

CHEMBL5185903

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2229 — alkaline phosphatase H

Via homolog UniProt P05187 Formula C₃₅H₃₂N₁₀O₆
Mol. weight 688.71 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5185903
UniProt (similar protein)
P05187
Target protein
VK055_2229

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 688.71 Da
LogP (Crippen) 3.06
H-bond donors 5
H-bond acceptors 13
TPSA 233.13 Ų
Rotatable bonds 13
Aromatic rings 6 / 6
Heavy atoms 51
Fraction sp³ C 0.17
Formula C₃₅H₃₂N₁₀O₆

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 233.1
  • −1 ≤ LogP ≤ 5 3.06
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 688.7
  • LogP ≤ 5 3.06
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 233.1
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 
Cc1cc(-c2cnccn2)ccc1NC(=O)[C@@H](CCC(N)=O)n1cc(CNC(=O)c2ccc3ncn(CC(=O)c4ccc(O)c(O)c4)c3c2)nn1
InChI 
InChI=1S/C35H32N10O6/c1-20-12-21(27-16-37-10-11-38-27)2-5-25(20)41-35(51)28(7-9-33(36)49)45-17-24(42-43-45)15-39-34(50)23-3-6-26-29(13-23)44(19-40-26)18-32(48)22-4-8-30(46)31(47)14-22/h2-6,8,10-14,16-17,19,28,46-47H,7,9,15,18H2,1H3,(H2,36,49)(H,39,50)(H,41,51)/t28-/m1/s1
InChIKey 
LNYBACNHYCEJOT-MUUNZHRXSA-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)