Ligand profile

CHEMBL6001262

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04428 — Adenosine deaminase

Via homolog UniProt P00813 Formula C₂₃H₂₁FN₈O₄
pchembl 8.31 ~4.9 nM
Mol. weight 492.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6001262
UniProt (similar protein)
P00813
pchembl
8.310 (~4.9 nM)
Target protein
KP13_04428

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 492.47 Da
LogP (Crippen) 1.10
H-bond donors 3
H-bond acceptors 11
TPSA 158.62 Ų
Rotatable bonds 6
Aromatic rings 5 / 6
Heavy atoms 36
Fraction sp³ C 0.26
Formula C₂₃H₂₁FN₈O₄

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 1.10
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 492.5
  • LogP ≤ 5 1.10
  • 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 
CC(C(=O)NCC1(O)COC1)(c1ccccc1F)n1ncc2c1nc(N)n1nc(-c3ccco3)nc21
InChI 
InChI=1S/C23H21FN8O4/c1-22(14-5-2-3-6-15(14)24,20(33)26-10-23(34)11-35-12-23)32-19-13(9-27-32)18-28-17(16-7-4-8-36-16)30-31(18)21(25)29-19/h2-9,34H,10-12H2,1H3,(H2,25,29)(H,26,33)
InChIKey 
SOOQFCSUACCHIX-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
1217479
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)