Ligand profile

CHEMBL6036466

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₆H₂₃N₉O₃
pchembl 8.39 ~4.1 nM
Mol. weight 509.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6036466
UniProt (similar protein)
P00813
pchembl
8.390 (~4.1 nM)
Target protein
KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 509.53 Da
LogP (Crippen) 2.80
H-bond donors 2
H-bond acceptors 11
TPSA 151.28 Ų
Rotatable bonds 7
Aromatic rings 6 / 6
Heavy atoms 38
Fraction sp³ C 0.15
Formula C₂₆H₂₃N₉O₃

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 151.3
  • −1 ≤ LogP ≤ 5 2.80
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 509.5
  • LogP ≤ 5 2.80
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 151.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cccc(CNC(=O)C(C)(c2ccccc2)n2ncc3c2nc(N)n2nc(-c4ccco4)nc32)n1
InChI 
InChI=1S/C26H23N9O3/c1-26(16-8-4-3-5-9-16,24(36)28-14-17-10-6-12-20(30-17)37-2)35-23-18(15-29-35)22-31-21(19-11-7-13-38-19)33-34(22)25(27)32-23/h3-13,15H,14H2,1-2H3,(H2,27,32)(H,28,36)
InChIKey 
DLSCQTQFORIIOM-UHFFFAOYSA-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
1217515
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)