Binder profile

CHEMBL1353369

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA0552 — phosphoglycerate kinase

Via homolog UniProt P07378 C24H22N6O8

Mol. weight 522.47 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1353369
UniProt (similar protein): P07378
Target protein: PA0552

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 522.47 Da

LogP (Crippen) 2.28

H-bond donors 2

H-bond acceptors 9

TPSA 200.37 Å²

Rotatable bonds 7

Aromatic rings 2 / 4

Heavy atoms 38

Fraction sp³ C 0.25

Formula C24H22N6O8

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.

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 522.5
LogP ≤ 5 2.28
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 9

Veber's rules Fail

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 200.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

C=C(C)C(=O)Nc1cccc(C2=NOC3(C2)C[C@@H](C(N)=O)N(C(=O)c2cc([N+](=O)[O-])cc([N+](=O)[O-])c2)C3)c1

InChI

InChI=1S/C24H22N6O8/c1-13(2)22(32)26-16-5-3-4-14(6-16)19-10-24(38-27-19)11-20(21(25)31)28(12-24)23(33)15-7-17(29(34)35)9-18(8-15)30(36)37/h3-9,20H,1,10-12H2,2H3,(H2,25,31)(H,26,32)/t20-,24?/m0/s1

InChIKey

OBVKSHQCPXXGOC-QHELBMECSA-N

Provenance

Annotation context from LigQ_2, the internal TPW step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method: LigQ nearest_k
Source: ChEMBL
Activity: active
Binding sites: PF00162

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL1353369 →
UniProt UniProt P07378 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1353369”) →

Other binders for this protein

Quick navigation to other ligands bound to PA0552.

PDB 4

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)