Ligand profile

CHEMBL4850480

Bioactivity hit from ChEMBL on a similar protein.

Bound to: A0A075B6I6

Via homolog UniProt P01721 Formula C₂₇H₃₂N₆O₄
pchembl 6.78 ~166.0 nM
Mol. weight 504.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4850480
UniProt (similar protein)
P01721
pchembl
6.780 (~166.0 nM)
Target protein
A0A075B6I6

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 504.59 Da
LogP (Crippen) 2.87
H-bond donors 1
H-bond acceptors 8
TPSA 111.88 Ų
Rotatable bonds 7
Aromatic rings 3 / 5
Heavy atoms 37
Fraction sp³ C 0.44
Formula C₂₇H₃₂N₆O₄

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 111.9
  • −1 ≤ LogP ≤ 5 2.87
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 504.6
  • LogP ≤ 5 2.87
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 111.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)c1ccc2c(C)c(CCN3C(=O)NC4(CCN(c5ncccn5)CC4)C3=O)c(=O)oc2c1
InChI 
InChI=1S/C27H32N6O4/c1-4-31(5-2)19-7-8-20-18(3)21(23(34)37-22(20)17-19)9-14-33-24(35)27(30-26(33)36)10-15-32(16-11-27)25-28-12-6-13-29-25/h6-8,12-13,17H,4-5,9-11,14-16H2,1-3H3,(H,30,36)
InChIKey 
RXEKJWXOLKQQHC-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)