Ligand profile

CHEMBL3660749

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04095 — Aldehyde dehydrogenase

Via homolog UniProt P05091 Formula C₂₆H₂₄N₂O₅S

pchembl 8.22 ~6.0 nM

Mol. weight 476.55 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL3660749
UniProt (similar protein): P05091
pchembl: 8.220 (~6.0 nM)
Target protein: KP13_04095

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 476.55 Da

LogP (Crippen) 3.44

H-bond donors 1

H-bond acceptors 5

TPSA 96.69 Å²

Rotatable bonds 4

Aromatic rings 3 / 5

Heavy atoms 34

Fraction sp³ C 0.31

Formula C₂₆H₂₄N₂O₅S

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 96.7
−1 ≤ LogP ≤ 5 3.44

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 476.6
LogP ≤ 5 3.44
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 96.7

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC1(C(=O)N2CC(C#Cc3ccc4c(=O)c(-c5ccc(NS(C)(=O)=O)cc5)coc4c3)C2)CC1

InChI

InChI=1S/C26H24N2O5S/c1-26(11-12-26)25(30)28-14-18(15-28)4-3-17-5-10-21-23(13-17)33-16-22(24(21)29)19-6-8-20(9-7-19)27-34(2,31)32/h5-10,13,16,18,27H,11-12,14-15H2,1-2H3

InChIKey

OSWVXUWVBUUVSM-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
Activity: 244370
Binding sites: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL3660749 →
UniProt UniProt P05091 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL3660749”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_04095.

PDB 12

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)