Ligand profile

CHEMBL1411556

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₂₈H₂₅NO₆S
pchembl 6.45 ~354.8 nM
Mol. weight 503.58 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1411556
UniProt (similar protein)
A8B2U2
pchembl
6.450 (~354.8 nM)
Target protein
HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 503.58 Da
LogP (Crippen) 4.79
H-bond donors 0
H-bond acceptors 8
TPSA 82.14 Ų
Rotatable bonds 5
Aromatic rings 2 / 6
Heavy atoms 36
Fraction sp³ C 0.32
Formula C₂₈H₂₅NO₆S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 82.1
  • −1 ≤ LogP ≤ 5 4.79
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 503.6
  • LogP ≤ 5 4.79
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 82.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(OC(=O)C2CCCC2)C(=O)C=C2C=C(c3ccsc3)N(Cc3ccc4c(c3)OCO4)C=C2C1=O
InChI 
InChI=1S/C28H25NO6S/c1-28(35-27(32)18-4-2-3-5-18)25(30)12-20-11-22(19-8-9-36-15-19)29(14-21(20)26(28)31)13-17-6-7-23-24(10-17)34-16-33-23/h6-12,14-15,18H,2-5,13,16H2,1H3
InChIKey 
XPAFMRRGWRZLTL-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)