Ligand profile

CHEMBL4870683

Bioactivity hit from ChEMBL on a similar protein.

Bound to: A0A075B6I6

Via homolog UniProt P01721 Formula C₂₈H₃₄N₈O₃
pchembl 8.33 ~4.7 nM
Mol. weight 530.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4870683
UniProt (similar protein)
P01721
pchembl
8.330 (~4.7 nM)
Target protein
A0A075B6I6

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 530.63 Da
LogP (Crippen) 3.22
H-bond donors 2
H-bond acceptors 8
TPSA 123.49 Ų
Rotatable bonds 7
Aromatic rings 4 / 6
Heavy atoms 39
Fraction sp³ C 0.46
Formula C₂₈H₃₄N₈O₃

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 123.5
  • −1 ≤ LogP ≤ 5 3.22
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 530.6
  • LogP ≤ 5 3.22
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 123.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)c1ccc2c(C)c(CCN3CC4(CCN(c5ncnc6[nH]ncc56)CC4)NC3=O)c(=O)oc2c1
InChI 
InChI=1S/C28H34N8O3/c1-4-34(5-2)19-6-7-20-18(3)21(26(37)39-23(20)14-19)8-11-36-16-28(32-27(36)38)9-12-35(13-10-28)25-22-15-31-33-24(22)29-17-30-25/h6-7,14-15,17H,4-5,8-13,16H2,1-3H3,(H,32,38)(H,29,30,31,33)
InChIKey 
OYORIUJRLUULHG-UHFFFAOYSA-N

Provenance

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

Method
LigQ domain
Source
ChEMBL
Binding sites
PF07686

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to A0A075B6I6.

PDB 55

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

Ligand PDB entry

ChEMBL 28

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)