Ligand profile

CHEMBL4226665

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04951 — hypothetical protein

Via homolog UniProt Q9BQ69 Formula C₂₀H₂₀N₈O₅
Mol. weight 452.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4226665
UniProt (similar protein)
Q9BQ69
Target protein
KP13_04951

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.43 Da
LogP (Crippen) -1.26
H-bond donors 5
H-bond acceptors 13
TPSA 190.40 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 33
Fraction sp³ C 0.30
Formula C₂₀H₂₀N₈O₅

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 190.4
  • −1 ≤ LogP ≤ 5 -1.26
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 452.4
  • LogP ≤ 5 -1.26
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 190.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNc2c(NCc3ccncc3)c(=O)c2=O)[C@@H](O)[C@H]1O
InChI 
InChI=1S/C20H20N8O5/c21-18-13-19(26-7-25-18)28(8-27-13)20-17(32)14(29)10(33-20)6-24-12-11(15(30)16(12)31)23-5-9-1-3-22-4-2-9/h1-4,7-8,10,14,17,20,23-24,29,32H,5-6H2,(H2,21,25,26)/t10-,14-,17-,20-/m1/s1
InChIKey 
QDDVAANOVMDZMW-DRIBAISHSA-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
Active
Binding sites
PF01661

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_04951.

PDB 4

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

Ligand PDB entry

ChEMBL 3

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)