Ligand profile

CHEMBL331492

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00002 — putative transport protein hsrA

Via homolog UniProt P0AEY8 Formula C₂₇H₃₂N₂O₇S
pchembl 6.40 ~398.1 nM
Mol. weight 528.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL331492
UniProt (similar protein)
P0AEY8
pchembl
6.400 (~398.1 nM)
Target protein
KP13_00002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 528.63 Da
LogP (Crippen) 2.18
H-bond donors 5
H-bond acceptors 9
TPSA 161.39 Ų
Rotatable bonds 5
Aromatic rings 1 / 5
Heavy atoms 37
Fraction sp³ C 0.52
Formula C₂₇H₃₂N₂O₇S

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 161.4
  • −1 ≤ LogP ≤ 5 2.18
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 528.6
  • LogP ≤ 5 2.18
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 9
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 161.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CN(C)[C@@H]1C(=O)C(C(N)=O)=C(O)[C@@]2(O)C(=O)C3=C(O)c4c(O)cccc4[C@H](CSC4CCCC4)C3CC12
InChI 
InChI=1S/C27H32N2O7S/c1-29(2)21-16-10-14-15(11-37-12-6-3-4-7-12)13-8-5-9-17(30)18(13)22(31)19(14)24(33)27(16,36)25(34)20(23(21)32)26(28)35/h5,8-9,12,14-16,21,30-31,34,36H,3-4,6-7,10-11H2,1-2H3,(H2,28,35)/t14?,15-,16?,21-,27-/m0/s1
InChIKey 
OKIUTKPINBNARN-HANPYULSSA-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_00002.

PDB 5

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 22

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)