Ligand profile

CHEMBL4638542

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11169 Formula C₃₁H₃₇N₇O₃
pchembl 6.76 ~173.8 nM
Mol. weight 555.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4638542
UniProt (similar protein)
P11169
pchembl
6.760 (~173.8 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 555.68 Da
LogP (Crippen) 4.58
H-bond donors 3
H-bond acceptors 8
TPSA 117.29 Ų
Rotatable bonds 10
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.35
Formula C₃₁H₃₇N₇O₃

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 117.3
  • −1 ≤ LogP ≤ 5 4.58
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 555.7
  • LogP ≤ 5 4.58
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 117.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COCCN1CCc2nc(-c3cccc(OCC(=O)NC(C)(C)C)c3)nc(Nc3ccc(-c4cn[nH]c4)cc3)c2C1
InChI 
InChI=1S/C31H37N7O3/c1-31(2,3)37-28(39)20-41-25-7-5-6-22(16-25)29-35-27-12-13-38(14-15-40-4)19-26(27)30(36-29)34-24-10-8-21(9-11-24)23-17-32-33-18-23/h5-11,16-18H,12-15,19-20H2,1-4H3,(H,32,33)(H,37,39)(H,34,35,36)
InChIKey 
JMDDXCKPMOKCEA-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
PF00083

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_15122.

PDB 4

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)