Ligand profile

CHEMBL1939713

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00571 — Met repressor

Via homolog UniProt C3SIU2 Formula C₂₂H₃₀N₈O₄
pchembl 6.92 ~120.2 nM
Mol. weight 470.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1939713
UniProt (similar protein)
C3SIU2
pchembl
6.920 (~120.2 nM)
Target protein
KP13_00571

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 470.53 Da
LogP (Crippen) -1.01
H-bond donors 5
H-bond acceptors 11
TPSA 177.67 Ų
Rotatable bonds 9
Aromatic rings 3 / 4
Heavy atoms 34
Fraction sp³ C 0.45
Formula C₂₂H₃₀N₈O₄

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 177.7
  • −1 ≤ LogP ≤ 5 -1.01
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 470.5
  • LogP ≤ 5 -1.01
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 11
Veber's rules Fail
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 177.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(CC[C@H](N)C(=O)NCc1ccccc1)C[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O
InChI 
InChI=1S/C22H30N8O4/c1-29(8-7-14(23)21(33)25-9-13-5-3-2-4-6-13)10-15-17(31)18(32)22(34-15)30-12-28-16-19(24)26-11-27-20(16)30/h2-6,11-12,14-15,17-18,22,31-32H,7-10,23H2,1H3,(H,25,33)(H2,24,26,27)/t14-,15+,17+,18+,22+/m0/s1
InChIKey 
XXUIMNKTAWJIMN-ARTPSBNFSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ sequence
Source
ChEMBL
Binding sites
PF01340

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_00571.

ChEMBL 21

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)