Ligand profile

CHEMBL113736

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P11217 Formula C₂₁H₂₅ClN₂O₅

pchembl 8.08 ~8.3 nM

Mol. weight 420.89 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL113736
UniProt (similar protein): P11217
pchembl: 8.080 (~8.3 nM)
Target protein: KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 420.89 Da

LogP (Crippen) 3.23

H-bond donors 3

H-bond acceptors 4

TPSA 106.94 Å²

Rotatable bonds 7

Aromatic rings 1 / 2

Heavy atoms 29

Fraction sp³ C 0.38

Formula C₂₁H₂₅ClN₂O₅

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 106.9
−1 ≤ LogP ≤ 5 3.23

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 420.9
LogP ≤ 5 3.23
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 106.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCN1C(C)=C(C(=O)NCC(C)C)C(c2ccccc2Cl)C(C(=O)O)=C1C(=O)O

InChI

InChI=1S/C21H25ClN2O5/c1-5-24-12(4)15(19(25)23-10-11(2)3)16(13-8-6-7-9-14(13)22)17(20(26)27)18(24)21(28)29/h6-9,11,16H,5,10H2,1-4H3,(H,23,25)(H,26,27)(H,28,29)

InChIKey

JQMMQAASZINFJQ-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
Binding sites: PF00343

External resources

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

ChEMBL ChEMBL compound CHEMBL113736 →
UniProt UniProt P11217 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL113736”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00667.

PDB 116

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)