Ligand profile

CHEMBL5767359

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₇H₂₈N₈O₄
pchembl 8.70 ~2.0 nM
Mol. weight 528.57 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5767359
UniProt (similar protein)
P00813
pchembl
8.700 (~2.0 nM)
Target protein
KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 528.57 Da
LogP (Crippen) 3.07
H-bond donors 2
H-bond acceptors 11
TPSA 155.46 Ų
Rotatable bonds 6
Aromatic rings 5 / 6
Heavy atoms 39
Fraction sp³ C 0.33
Formula C₂₇H₂₈N₈O₄

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 155.5
  • −1 ≤ LogP ≤ 5 3.07
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 528.6
  • LogP ≤ 5 3.07
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 155.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)O[C@H]1CC[C@@H](NC(=O)[C@@](C)(c2ccccc2)n2ncc3c2nc(N)n2nc(-c4ccco4)nc32)CC1
InChI 
InChI=1S/C27H28N8O4/c1-16(36)39-19-12-10-18(11-13-19)30-25(37)27(2,17-7-4-3-5-8-17)35-24-20(15-29-35)23-31-22(21-9-6-14-38-21)33-34(23)26(28)32-24/h3-9,14-15,18-19H,10-13H2,1-2H3,(H2,28,32)(H,30,37)/t18-,19+,27-/m1/s1
InChIKey 
SUTWKJLQRZGVFQ-VXLXPWSCSA-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
1217553
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)