Ligand profile

CHEMBL5851497

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₂H₂₀N₈O₄
pchembl 8.42 ~3.8 nM
Mol. weight 460.45 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5851497
UniProt (similar protein)
P00813
pchembl
8.420 (~3.8 nM)
Target protein
KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 460.45 Da
LogP (Crippen) 0.78
H-bond donors 3
H-bond acceptors 11
TPSA 158.62 Ų
Rotatable bonds 6
Aromatic rings 5 / 6
Heavy atoms 34
Fraction sp³ C 0.23
Formula C₂₂H₂₀N₈O₄

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 158.6
  • −1 ≤ LogP ≤ 5 0.78
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 460.5
  • LogP ≤ 5 0.78
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 158.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1nc2c(cnn2[C@H](C(=O)NCC2(O)COC2)c2ccccc2)c2nc(-c3ccco3)nn12
InChI 
InChI=1S/C22H20N8O4/c23-21-27-19-14(18-26-17(28-30(18)21)15-7-4-8-34-15)9-25-29(19)16(13-5-2-1-3-6-13)20(31)24-10-22(32)11-33-12-22/h1-9,16,32H,10-12H2,(H2,23,27)(H,24,31)/t16-/m0/s1
InChIKey 
WZFWTQIIRBONOA-INIZCTEOSA-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
1217474
Binding sites
PF00962

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04428.

PDB 12

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 99

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)