Ligand profile

CHEMBL1516738

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₂₃H₂₇NO₆

pchembl 6.90 ~125.9 nM

Mol. weight 413.47 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1516738
UniProt (similar protein): A8B2U2
pchembl: 6.900 (~125.9 nM)
Target protein: HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 413.47 Da

LogP (Crippen) 2.76

H-bond donors 0

H-bond acceptors 7

TPSA 89.98 Å²

Rotatable bonds 6

Aromatic rings 0 / 4

Heavy atoms 30

Fraction sp³ C 0.57

Formula C₂₃H₂₇NO₆

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

TPSA ≤ 90 Å² 90.0
−1 ≤ LogP ≤ 5 2.76

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 413.5
LogP ≤ 5 2.76
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 90.0

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(C3CCCC3)C=C2C1=O

InChI

InChI=1S/C23H27NO6/c1-23(30-21(27)10-9-20(26)29-2)19(25)12-15-11-18(14-7-8-14)24(13-17(15)22(23)28)16-5-3-4-6-16/h11-14,16H,3-10H2,1-2H3

InChIKey

SJPMMUYFNDBMJH-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 CHEMBL1516738 →
UniProt UniProt A8B2U2 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1516738”) →

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)