Ligand profile

CHEMBL2398348

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01136 — EAL domain-containing protein

Via homolog UniProt Q9HX69 Formula C₂₀H₂₄N₁₀O₁₂P₂
pchembl 7.70 ~20.0 nM
Mol. weight 658.42 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2398348
UniProt (similar protein)
Q9HX69
pchembl
7.700 (~20.0 nM)
Target protein
KP13_01136

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 658.42 Da
LogP (Crippen) -0.99
H-bond donors 6
H-bond acceptors 18
TPSA 309.16 Ų
Rotatable bonds 2
Aromatic rings 4 / 7
Heavy atoms 44
Fraction sp³ C 0.50
Formula C₂₀H₂₄N₁₀O₁₂P₂

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 309.2
  • −1 ≤ LogP ≤ 5 -0.99
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 658.4
  • LogP ≤ 5 -0.99
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 18
Veber's rules Fail
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 309.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1nc2c(ncn2[C@H]2C[C@@H]3OP(=O)(O)OC[C@H]4O[C@@H](n5cnc6c(=O)[nH]c(N)nc65)C[C@@H]4OP(=O)(O)OC[C@H]3O2)c(=O)[nH]1
InChI 
InChI=1S/C20H24N10O12P2/c21-19-25-15-13(17(31)27-19)23-5-29(15)11-1-7-9(39-11)3-37-44(35,36)42-8-2-12(40-10(8)4-38-43(33,34)41-7)30-6-24-14-16(30)26-20(22)28-18(14)32/h5-12H,1-4H2,(H,33,34)(H,35,36)(H3,21,25,27,31)(H3,22,26,28,32)/t7-,8-,9+,10+,11+,12+/m0/s1
InChIKey 
AUNAGJOXGMZWKZ-WGWHJZDNSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00072' 'PF00563

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_01136.

PDB 1

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

Ligand PDB entry

ChEMBL 1

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)