Ligand profile

CHEMBL3781331

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11168 Formula C₂₃H₂₃N₇O₂

pchembl 7.00 ~100.0 nM

Mol. weight 429.48 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3781331
UniProt (similar protein): P11168
pchembl: 7.000 (~100.0 nM)
Target protein: KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 429.48 Da

LogP (Crippen) 2.25

H-bond donors 1

H-bond acceptors 8

TPSA 102.40 Å²

Rotatable bonds 5

Aromatic rings 4 / 5

Heavy atoms 32

Fraction sp³ C 0.22

Formula C₂₃H₂₃N₇O₂

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 102.4
−1 ≤ LogP ≤ 5 2.25

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 429.5
LogP ≤ 5 2.25
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 102.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(C(N)=O)cc1N1CCN(c2ncnc3c2cnn3-c2ccccc2)CC1

InChI

InChI=1S/C23H23N7O2/c1-32-20-8-7-16(21(24)31)13-19(20)28-9-11-29(12-10-28)22-18-14-27-30(23(18)26-15-25-22)17-5-3-2-4-6-17/h2-8,13-15H,9-12H2,1H3,(H2,24,31)

InChIKey

FDPVPDHJOTXXCZ-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: PF00083

External resources

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

ChEMBL ChEMBL compound CHEMBL3781331 →
UniProt UniProt P11168 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3781331”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_15122.

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)