Ligand profile

CHEMBL91638

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03698 — Inner membrane transport protein

Via homolog UniProt P0A0J7 Formula C₂₅H₂₀O₉

Mol. weight 464.43 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL91638
UniProt (similar protein): P0A0J7
Target protein: KP13_03698

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 464.43 Da

LogP (Crippen) 3.46

H-bond donors 4

H-bond acceptors 9

TPSA 138.82 Å²

Rotatable bonds 4

Aromatic rings 4 / 5

Heavy atoms 34

Fraction sp³ C 0.16

Formula C₂₅H₂₀O₉

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 138.8
−1 ≤ LogP ≤ 5 3.46

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 464.4
LogP ≤ 5 3.46
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 9

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 138.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1cc([C@H]2Oc3ccc(-c4cc(=O)c5c(O)cc(O)cc5o4)cc3O[C@@H]2CO)ccc1O

InChI

InChI=1S/C25H20O9/c1-31-20-7-13(2-4-15(20)28)25-23(11-26)33-21-6-12(3-5-18(21)34-25)19-10-17(30)24-16(29)8-14(27)9-22(24)32-19/h2-10,23,25-29H,11H2,1H3/t23-,25-/m1/s1

InChIKey

NMICSFNNFDNGEL-ILBGXUMGSA-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: Active
Binding sites: PF07690

External resources

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

ChEMBL ChEMBL compound CHEMBL91638 →
UniProt UniProt P0A0J7 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL91638”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03698.

ChEMBL 84

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)