Ligand profile

CHEMBL4645036

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11169 Formula C₃₁H₃₃N₇O₂
pchembl 6.68 ~208.9 nM
Mol. weight 535.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4645036
UniProt (similar protein)
P11169
pchembl
6.680 (~208.9 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 535.65 Da
LogP (Crippen) 4.85
H-bond donors 3
H-bond acceptors 7
TPSA 108.06 Ų
Rotatable bonds 9
Aromatic rings 4 / 7
Heavy atoms 40
Fraction sp³ C 0.35
Formula C₃₁H₃₃N₇O₂

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 108.1
  • −1 ≤ LogP ≤ 5 4.85
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 535.7
  • LogP ≤ 5 4.85
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 108.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC1(NC(=O)COc2cccc(-c3nc4c(c(Nc5ccc(-c6cn[nH]c6)cc5)n3)CN(C3CC3)CC4)c2)CC1
InChI 
InChI=1S/C31H33N7O2/c1-31(12-13-31)37-28(39)19-40-25-4-2-3-21(15-25)29-35-27-11-14-38(24-9-10-24)18-26(27)30(36-29)34-23-7-5-20(6-8-23)22-16-32-33-17-22/h2-8,15-17,24H,9-14,18-19H2,1H3,(H,32,33)(H,37,39)(H,34,35,36)
InChIKey 
AMQJEAXSVOXATE-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)