Ligand profile

CHEMBL3218306

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt O43826 Formula C₃₆H₃₆O₁₂
pchembl 6.89 ~128.8 nM
Mol. weight 660.67 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3218306
UniProt (similar protein)
O43826
pchembl
6.890 (~128.8 nM)
Target protein
KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 660.67 Da
LogP (Crippen) 4.29
H-bond donors 7
H-bond acceptors 12
TPSA 219.12 Ų
Rotatable bonds 11
Aromatic rings 2 / 4
Heavy atoms 48
Fraction sp³ C 0.28
Formula C₃₆H₃₆O₁₂

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 219.1
  • −1 ≤ LogP ≤ 5 4.29
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 660.7
  • LogP ≤ 5 4.29
  • H-bond donors ≤ 5 7
  • H-bond acceptors ≤ 10 12
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 219.1
PAINS Alert

Matches PAINS filter: catechol_A(92). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC(C)/C=C(C)/C=C/C(=O)CC1=C(c2cc(O)c(O)cc2C2=C(O)/C(=C/c3ccc(O)c(O)c3)OC2=O)C(O)(C(C)=O)C(O)C1=O
InChI 
InChI=1S/C36H36O12/c1-5-6-17(2)11-18(3)7-9-21(38)14-24-31(36(47,19(4)37)34(45)32(24)43)23-16-28(42)27(41)15-22(23)30-33(44)29(48-35(30)46)13-20-8-10-25(39)26(40)12-20/h7-13,15-17,34,39-42,44-45,47H,5-6,14H2,1-4H3/b9-7+,18-11+,29-13-
InChIKey 
IYLQKXFWHDZTBL-PYABQPSFSA-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
PF07690

External resources

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

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)