Ligand profile

ZINC8692042

Virtual-screening candidate from ZINC.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₂₂H₂₀N₂O₅S
Tanimoto 0.80
Mol. weight 424.48 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC8692042
UniProt (similar protein)
A8B2U2
Tanimoto
0.800
Target protein
HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 424.48 Da
LogP (Crippen) 1.83
H-bond donors 1
H-bond acceptors 6
TPSA 100.62 Ų
Rotatable bonds 4
Aromatic rings 2 / 4
Heavy atoms 30
Fraction sp³ C 0.23
Formula C₂₂H₂₀N₂O₅S

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 100.6
  • −1 ≤ LogP ≤ 5 1.83
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 424.5
  • LogP ≤ 5 1.83
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 100.6
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 
CN(C1=C(NC(=O)c2ccccc2)C(=O)c2ccccc2C1=O)[C@H]1CCS(=O)(=O)C1
InChI 
InChI=1S/C22H20N2O5S/c1-24(15-11-12-30(28,29)13-15)19-18(23-22(27)14-7-3-2-4-8-14)20(25)16-9-5-6-10-17(16)21(19)26/h2-10,15H,11-13H2,1H3,(H,23,27)/t15-/m0/s1
InChIKey 
AHASJIZTACJIMC-HNNXBMFYSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL1438627
Homolog
A8B2U2

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 100

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)