Ligand profile

CHEMBL4871026

Bioactivity hit from ChEMBL on a similar protein.

Bound to: A0A075B6I6

Via homolog UniProt P01721 Formula C₂₇H₃₁N₅O₆S
pchembl 6.50 ~316.2 nM
Mol. weight 553.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4871026
UniProt (similar protein)
P01721
pchembl
6.500 (~316.2 nM)
Target protein
A0A075B6I6

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 553.64 Da
LogP (Crippen) 2.27
H-bond donors 1
H-bond acceptors 8
TPSA 133.13 Ų
Rotatable bonds 8
Aromatic rings 3 / 5
Heavy atoms 39
Fraction sp³ C 0.41
Formula C₂₇H₃₁N₅O₆S

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 133.1
  • −1 ≤ LogP ≤ 5 2.27
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 553.6
  • LogP ≤ 5 2.27
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 133.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCN(CC)c1ccc2c(C)c(CCN3C(=O)NC4(CCN(S(=O)(=O)c5cccnc5)C4)C3=O)c(=O)oc2c1
InChI 
InChI=1S/C27H31N5O6S/c1-4-30(5-2)19-8-9-21-18(3)22(24(33)38-23(21)15-19)10-13-32-25(34)27(29-26(32)35)11-14-31(17-27)39(36,37)20-7-6-12-28-16-20/h6-9,12,15-16H,4-5,10-11,13-14,17H2,1-3H3,(H,29,35)
InChIKey 
XMTDPPNVFQRQOF-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)