Ligand profile

CHEMBL535077

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_15122 — Arabinose-proton symporter

Via homolog UniProt P11166 Formula C₂₈H₃₇ClN₂O₄
pchembl 6.91 ~123.0 nM
Mol. weight 501.07 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL535077
UniProt (similar protein)
P11166
pchembl
6.910 (~123.0 nM)
Target protein
KP13_15122

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 501.07 Da
LogP (Crippen) 5.29
H-bond donors 2
H-bond acceptors 6
TPSA 63.19 Ų
Rotatable bonds 6
Aromatic rings 2 / 5
Heavy atoms 35
Fraction sp³ C 0.57
Formula C₂₈H₃₇ClN₂O₄

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 63.2
  • −1 ≤ LogP ≤ 5 5.29
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 501.1
  • LogP ≤ 5 5.29
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 63.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[C@H]1CN2CCc3cc(OC)c(OC)cc3[C@@H]2C[C@@H]1C[C@H]1NCCc2c1cc(OC)c(O)c2Cl
InChI 
InChI=1S/C28H37ClN2O4/c1-5-16-15-31-9-7-17-12-24(33-2)25(34-3)13-20(17)23(31)11-18(16)10-22-21-14-26(35-4)28(32)27(29)19(21)6-8-30-22/h12-14,16,18,22-23,30,32H,5-11,15H2,1-4H3/t16-,18-,22+,23-/m0/s1
InChIKey 
NQHIDPMLUMTPJU-ATTMEURXSA-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)