Ligand profile

CHEMBL119068

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01960 — Dihydrofolate reductase

Via homolog UniProt P0ABQ4 Formula C₂₀H₂₄N₄O₃

pchembl 8.42 ~3.8 nM

Mol. weight 368.44 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL119068
UniProt (similar protein): P0ABQ4
pchembl: 8.420 (~3.8 nM)
Target protein: KP13_01960

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 368.44 Da

LogP (Crippen) 2.13

H-bond donors 2

H-bond acceptors 7

TPSA 104.45 Å²

Rotatable bonds 7

Aromatic rings 2 / 3

Heavy atoms 27

Fraction sp³ C 0.30

Formula C₂₀H₂₄N₄O₃

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 104.5
−1 ≤ LogP ≤ 5 2.13

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 368.4
LogP ≤ 5 2.13
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 104.5

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1cc(CC2CN=C(N)N=C2N)cc(OC)c1OCc1ccccc1

InChI

InChI=1S/C20H24N4O3/c1-25-16-9-14(8-15-11-23-20(22)24-19(15)21)10-17(26-2)18(16)27-12-13-6-4-3-5-7-13/h3-7,9-10,15H,8,11-12H2,1-2H3,(H4,21,22,23,24)

InChIKey

SYIHNGNHJAJYQL-UHFFFAOYSA-N

Provenance

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

Method: LigQ sequence
Source: ChEMBL
Binding sites: PF00186

External resources

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

ChEMBL ChEMBL compound CHEMBL119068 →
UniProt UniProt P0ABQ4 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL119068”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_01960.

PDB 34

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)