Ligand profile

CHEMBL111738

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₃₇H₅₆N₂O₉
pchembl 7.00 ~100.0 nM
Mol. weight 672.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL111738
UniProt (similar protein)
P11166
pchembl
7.000 (~100.0 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 672.86 Da
LogP (Crippen) 4.09
H-bond donors 6
H-bond acceptors 9
TPSA 174.65 Ų
Rotatable bonds 13
Aromatic rings 1 / 4
Heavy atoms 48
Fraction sp³ C 0.70
Formula C₃₇H₅₆N₂O₉

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 174.6
  • −1 ≤ LogP ≤ 5 4.09
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 672.9
  • LogP ≤ 5 4.09
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 13
  • TPSA ≤ 140 Ų 174.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=C[C@@]1(C)CC(=O)[C@]2(O)[C@@]3(C)[C@@H](O)CCC(C)(C)[C@@H]3[C@H](O)[C@H](OC(=O)NCCCCCCCNC(=O)CCc3ccc(O)cc3)[C@@]2(C)O1
InChI 
InChI=1S/C37H56N2O9/c1-7-34(4)23-27(42)37(46)35(5)26(41)19-20-33(2,3)30(35)29(44)31(36(37,6)48-34)47-32(45)39-22-12-10-8-9-11-21-38-28(43)18-15-24-13-16-25(40)17-14-24/h7,13-14,16-17,26,29-31,40-41,44,46H,1,8-12,15,18-23H2,2-6H3,(H,38,43)(H,39,45)/t26-,29-,30-,31-,34-,35-,36+,37-/m0/s1
InChIKey 
DTIAZGPBXRHMOA-MYFAXACESA-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)