Ligand profile

CHEMBL5188645

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01084 — peptidase C56 protein

Via homolog UniProt Q99497 Formula C₂₃H₂₅N₇O₃S

Mol. weight 479.57 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5188645
UniProt (similar protein): Q99497
Target protein: KP13_01084

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.57 Da

LogP (Crippen) 1.38

H-bond donors 1

H-bond acceptors 8

TPSA 122.53 Å²

Rotatable bonds 4

Aromatic rings 2 / 5

Heavy atoms 34

Fraction sp³ C 0.48

Formula C₂₃H₂₅N₇O₃S

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 122.5
−1 ≤ LogP ≤ 5 1.38

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 479.6
LogP ≤ 5 1.38
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 122.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CN1C(=O)CC(C(=O)N2CCc3nc(NC(=O)[C@H]4CCN(C#N)C4)sc3C2)[C@@H]1c1cccnc1

InChI

InChI=1S/C23H25N7O3S/c1-28-19(31)9-16(20(28)14-3-2-6-25-10-14)22(33)30-8-5-17-18(12-30)34-23(26-17)27-21(32)15-4-7-29(11-15)13-24/h2-3,6,10,15-16,20H,4-5,7-9,11-12H2,1H3,(H,26,27,32)/t15-,16?,20-/m0/s1

InChIKey

ZBYGNFAHZNIARF-HWYGMYFGSA-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: Active
Binding sites: PF01965

External resources

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

ChEMBL ChEMBL compound CHEMBL5188645 →
UniProt UniProt Q99497 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5188645”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_01084.

PDB 16

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 37

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)