Ligand profile

CHEMBL4228778

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04951 — hypothetical protein

Via homolog UniProt Q9BQ69 Formula C₂₂H₂₃N₇O₅
Mol. weight 465.47 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4228778
UniProt (similar protein)
Q9BQ69
Target protein
KP13_04951

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 465.47 Da
LogP (Crippen) -0.34
H-bond donors 5
H-bond acceptors 12
TPSA 177.51 Ų
Rotatable bonds 7
Aromatic rings 4 / 5
Heavy atoms 34
Fraction sp³ C 0.32
Formula C₂₂H₂₃N₇O₅

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 177.5
  • −1 ≤ LogP ≤ 5 -0.34
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 465.5
  • LogP ≤ 5 -0.34
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 177.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1ccc(CNc2c(NC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)c(=O)c2=O)cc1
InChI 
InChI=1S/C22H23N7O5/c1-10-2-4-11(5-3-10)6-24-13-14(18(32)17(13)31)25-7-12-16(30)19(33)22(34-12)29-9-28-15-20(23)26-8-27-21(15)29/h2-5,8-9,12,16,19,22,24-25,30,33H,6-7H2,1H3,(H2,23,26,27)/t12-,16-,19-,22-/m1/s1
InChIKey 
OTQHWINSOUSAOR-XTKLYQKXSA-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)