Ligand profile

CHEMBL262662

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_04095 — Aldehyde dehydrogenase

Via homolog UniProt P05091 Formula C₂₇H₃₂O₆

pchembl 6.89 ~128.8 nM

Mol. weight 452.55 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL262662
UniProt (similar protein): P05091
pchembl: 6.890 (~128.8 nM)
Target protein: KP13_04095

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 452.55 Da

LogP (Crippen) 6.53

H-bond donors 2

H-bond acceptors 5

TPSA 96.97 Å²

Rotatable bonds 14

Aromatic rings 3 / 3

Heavy atoms 33

Fraction sp³ C 0.41

Formula C₂₇H₃₂O₆

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 97.0
−1 ≤ LogP ≤ 5 6.53

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 452.5
LogP ≤ 5 6.53
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 5

Veber's rules Fail

Rotatable bonds ≤ 10 14
TPSA ≤ 140 Å² 97.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(O)CCCCCCCCCCCOc1ccc2c(=O)c(-c3ccc(O)cc3)coc2c1

InChI

InChI=1S/C27H32O6/c28-21-13-11-20(12-14-21)24-19-33-25-18-22(15-16-23(25)27(24)31)32-17-9-7-5-3-1-2-4-6-8-10-26(29)30/h11-16,18-19,28H,1-10,17H2,(H,29,30)

InChIKey

NWRLWBHHENCLKZ-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: PF00171

External resources

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

ChEMBL ChEMBL compound CHEMBL262662 →
UniProt UniProt P05091 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL262662”) →

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)