Ligand profile

CHEMBL4849658

Bioactivity hit from ChEMBL on a similar protein.

Bound to: A0A075B6I6

Via homolog UniProt P01721 Formula C₂₉H₃₁N₃O₅
pchembl 7.58 ~26.3 nM
Mol. weight 501.58 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4849658
UniProt (similar protein)
P01721
pchembl
7.580 (~26.3 nM)
Target protein
A0A075B6I6

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 501.58 Da
LogP (Crippen) 4.77
H-bond donors 2
H-bond acceptors 6
TPSA 104.64 Ų
Rotatable bonds 9
Aromatic rings 4 / 4
Heavy atoms 37
Fraction sp³ C 0.28
Formula C₂₉H₃₁N₃O₅

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 104.6
  • −1 ≤ LogP ≤ 5 4.77
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 501.6
  • LogP ≤ 5 4.77
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 104.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)c1ccc2c(C)c(CCOC(=O)NCc3cccc(-c4ccc[nH]c4=O)c3)c(=O)oc2c1
InChI 
InChI=1S/C29H31N3O5/c1-4-32(5-2)22-11-12-23-19(3)24(28(34)37-26(23)17-22)13-15-36-29(35)31-18-20-8-6-9-21(16-20)25-10-7-14-30-27(25)33/h6-12,14,16-17H,4-5,13,15,18H2,1-3H3,(H,30,33)(H,31,35)
InChIKey 
ROVYUMXWDJYFLI-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)