Ligand profile

CHEMBL1085320

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt P0A0J7 Formula C₂₄H₃₀N₄O₃S

Mol. weight 454.60 Da

Permeability High

PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1085320
UniProt (similar protein): P0A0J7
Target protein: KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 454.60 Da

LogP (Crippen) 3.84

H-bond donors 1

H-bond acceptors 8

TPSA 80.39 Å²

Rotatable bonds 5

Aromatic rings 1 / 5

Heavy atoms 32

Fraction sp³ C 0.50

Formula C₂₄H₃₀N₄O₃S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 80.4
−1 ≤ LogP ≤ 5 3.84

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 454.6
LogP ≤ 5 3.84
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 80.4

PAINS Alert

Matches PAINS filter: anil_di_alk_D(198). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCOC(=O)C1=CN(C2CC2)c2cc(N3CCC4=C(C3)/C(=N\OC)CCS4)c(N)cc2C1

InChI

InChI=1S/C24H30N4O3S/c1-3-31-24(29)16-10-15-11-19(25)22(12-21(15)28(13-16)17-4-5-17)27-8-6-23-18(14-27)20(26-30-2)7-9-32-23/h11-13,17H,3-10,14,25H2,1-2H3/b26-20-

InChIKey

JKVFHJSPPNYGCW-QOMWVZHYSA-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 CHEMBL1085320 →
UniProt UniProt P0A0J7 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1085320”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00107.

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)