Ligand profile

CHEMBL1363175

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₂₄H₂₅NO₆

pchembl 6.60 ~251.2 nM

Mol. weight 423.47 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1363175
UniProt (similar protein): A8B2U2
pchembl: 6.600 (~251.2 nM)
Target protein: HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 423.47 Da

LogP (Crippen) 3.10

H-bond donors 1

H-bond acceptors 7

TPSA 97.05 Å²

Rotatable bonds 8

Aromatic rings 1 / 4

Heavy atoms 31

Fraction sp³ C 0.38

Formula C₂₄H₂₅NO₆

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 97.1
−1 ≤ LogP ≤ 5 3.10

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 423.5
LogP ≤ 5 3.10
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 8
TPSA ≤ 140 Å² 97.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C=CC1=C2C=C(C3CC3)N(CCCCO)C=C2C(=O)C(C)(OC(=O)c2ccco2)C1=O

InChI

InChI=1S/C24H25NO6/c1-3-16-17-13-19(15-8-9-15)25(10-4-5-11-26)14-18(17)22(28)24(2,21(16)27)31-23(29)20-7-6-12-30-20/h3,6-7,12-15,26H,1,4-5,8-11H2,2H3

InChIKey

IYBPZKJNMPQITO-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.

ChEMBL ChEMBL compound CHEMBL1363175 →
UniProt UniProt A8B2U2 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1363175”) →

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)