Ligand profile

CHEMBL1605896

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₂₁H₂₅NO₈
pchembl 6.65 ~223.9 nM
Mol. weight 419.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1605896
UniProt (similar protein)
A8B2U2
pchembl
6.650 (~223.9 nM)
Target protein
HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 419.43 Da
LogP (Crippen) 0.17
H-bond donors 2
H-bond acceptors 9
TPSA 130.44 Ų
Rotatable bonds 8
Aromatic rings 0 / 3
Heavy atoms 30
Fraction sp³ C 0.52
Formula C₂₁H₂₅NO₈

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 130.4
  • −1 ≤ LogP ≤ 5 0.17
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 419.4
  • LogP ≤ 5 0.17
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 130.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC(=O)CCC(=O)OC1(C)C(=O)C=C2C=C(C3CC3)N(C(CO)CO)C=C2C1=O
InChI 
InChI=1S/C21H25NO8/c1-21(30-19(27)6-5-18(26)29-2)17(25)8-13-7-16(12-3-4-12)22(14(10-23)11-24)9-15(13)20(21)28/h7-9,12,14,23-24H,3-6,10-11H2,1-2H3
InChIKey 
YUFCKUPUCWNKES-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)