Ligand profile

CHEMBL4544475

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_02423 — tRNA (guanine-N(1)-)-methyltransferase

Via homolog UniProt Q9HXQ1 Formula C₂₇H₃₈N₄O₂S

pchembl 6.42 ~380.2 nM

Mol. weight 482.69 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL4544475
UniProt (similar protein): Q9HXQ1
pchembl: 6.420 (~380.2 nM)
Target protein: KP13_02423

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 482.69 Da

LogP (Crippen) 5.93

H-bond donors 3

H-bond acceptors 5

TPSA 86.88 Å²

Rotatable bonds 16

Aromatic rings 3 / 3

Heavy atoms 34

Fraction sp³ C 0.52

Formula C₂₇H₃₈N₄O₂S

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 86.9
−1 ≤ LogP ≤ 5 5.93

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 482.7
LogP ≤ 5 5.93
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 5

Veber's rules Fail

Rotatable bonds ≤ 10 16
TPSA ≤ 140 Å² 86.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCCCCCCCCCCCNCc1ccc(CNC(=O)c2csc3nc[nH]c(=O)c23)cc1

InChI

InChI=1S/C27H38N4O2S/c1-2-3-4-5-6-7-8-9-10-11-16-28-17-21-12-14-22(15-13-21)18-29-25(32)23-19-34-27-24(23)26(33)30-20-31-27/h12-15,19-20,28H,2-11,16-18H2,1H3,(H,29,32)(H,30,31,33)

InChIKey

YIRXWVQFSJXDRB-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: PF01746

External resources

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

ChEMBL ChEMBL compound CHEMBL4544475 →
UniProt UniProt Q9HXQ1 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL4544475”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02423.

PDB 89

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)