Ligand profile

CHEMBL2374039

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₃₃H₂₇NO₈
pchembl 7.45 ~35.5 nM
Mol. weight 565.58 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2374039
UniProt (similar protein)
A8B2U2
pchembl
7.450 (~35.5 nM)
Target protein
HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 565.58 Da
LogP (Crippen) 4.84
H-bond donors 0
H-bond acceptors 8
TPSA 108.44 Ų
Rotatable bonds 7
Aromatic rings 3 / 7
Heavy atoms 42
Fraction sp³ C 0.27
Formula C₃₃H₂₇NO₈

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 108.4
  • −1 ≤ LogP ≤ 5 4.84
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 565.6
  • LogP ≤ 5 4.84
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 108.4
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 
COc1cc2c(cc1OC)[C@@H]1O[C@](CCCCN3C(=O)c4ccccc4C3=O)(C2)OC2=C1C(=O)c1ccccc1C2=O
InChI 
InChI=1S/C33H27NO8/c1-39-24-15-18-17-33(13-7-8-14-34-31(37)21-11-5-6-12-22(21)32(34)38)41-29(23(18)16-25(24)40-2)26-27(35)19-9-3-4-10-20(19)28(36)30(26)42-33/h3-6,9-12,15-16,29H,7-8,13-14,17H2,1-2H3/t29-,33-/m0/s1
InChIKey 
UERFQLWFZWAVSP-ZQAZVOLISA-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)