Ligand profile

CHEMBL1573197

Bioactivity hit from ChEMBL on a similar protein.

Bound to: HT085_RS00165 — class II fructose-bisphosphate aldolase

Via homolog UniProt A8B2U2 Formula C₁₉H₁₈N₄O₄

pchembl 6.50 ~316.2 nM

Mol. weight 366.38 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1573197
UniProt (similar protein): A8B2U2
pchembl: 6.500 (~316.2 nM)
Target protein: HT085_RS00165

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 366.38 Da

LogP (Crippen) 1.64

H-bond donors 2

H-bond acceptors 5

TPSA 100.10 Å²

Rotatable bonds 4

Aromatic rings 2 / 3

Heavy atoms 27

Fraction sp³ C 0.16

Formula C₁₉H₁₈N₄O₄

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 100.1
−1 ≤ LogP ≤ 5 1.64

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 366.4
LogP ≤ 5 1.64
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 100.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(C(=O)NNC(=O)C2=NN(c3ccccc3)C(=O)CC2)cc1

InChI

InChI=1S/C19H18N4O4/c1-27-15-9-7-13(8-10-15)18(25)20-21-19(26)16-11-12-17(24)23(22-16)14-5-3-2-4-6-14/h2-10H,11-12H2,1H3,(H,20,25)(H,21,26)

InChIKey

ZKNCCFJHKATCPD-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 CHEMBL1573197 →
UniProt UniProt A8B2U2 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1573197”) →

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)