Ligand profile

CHEMBL1556891

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₂₈H₂₂N₂O₄S₂
pchembl 6.70 ~199.5 nM
Mol. weight 514.63 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1556891
UniProt (similar protein)
A8B2U2
pchembl
6.700 (~199.5 nM)
Target protein
HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.63 Da
LogP (Crippen) 5.22
H-bond donors 0
H-bond acceptors 5
TPSA 86.26 Ų
Rotatable bonds 8
Aromatic rings 4 / 5
Heavy atoms 36
Fraction sp³ C 0.11
Formula C₂₈H₂₂N₂O₄S₂

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 86.3
  • −1 ≤ LogP ≤ 5 5.22
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 514.6
  • LogP ≤ 5 5.22
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 86.3
PAINS Alert

Matches PAINS filter: quinone_A(370). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1C([N-]S(=O)(=O)c2cccs2)=C([n+]2ccc(CCCc3ccccc3)cc2)C(=O)c2ccccc21
InChI 
InChI=1S/C28H22N2O4S2/c31-27-22-12-4-5-13-23(22)28(32)26(25(27)29-36(33,34)24-14-7-19-35-24)30-17-15-21(16-18-30)11-6-10-20-8-2-1-3-9-20/h1-5,7-9,12-19H,6,10-11H2
InChIKey 
ZHELPITUSPZGGN-UHFFFAOYSA-N

Provenance

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

Method
LigQ nearest_k
Source
ChEMBL
Activity
Inconclusive
Binding sites
PF01116

External resources

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

Other ligands for this protein

Quick navigation to other ligands bound to HT085_RS00165.

PDB 6

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

Ligand PDB entry

ChEMBL 99

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)