Ligand profile

CHEMBL339030

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00002 — putative transport protein hsrA

Via homolog UniProt P0AEY8 Formula C₂₇H₃₂N₂O₈S
pchembl 6.52 ~302.0 nM
Mol. weight 544.63 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL339030
UniProt (similar protein)
P0AEY8
pchembl
6.520 (~302.0 nM)
Target protein
KP13_00002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 544.63 Da
LogP (Crippen) 1.15
H-bond donors 6
H-bond acceptors 10
TPSA 181.62 Ų
Rotatable bonds 5
Aromatic rings 1 / 5
Heavy atoms 38
Fraction sp³ C 0.52
Formula C₂₇H₃₂N₂O₈S

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 181.6
  • −1 ≤ LogP ≤ 5 1.15
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 544.6
  • LogP ≤ 5 1.15
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 181.6
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)C3[C@H](O)C12
InChI 
InChI=1S/C27H32N2O8S/c1-29(2)20-19-22(32)16-13(10-38-11-6-3-4-7-11)12-8-5-9-14(30)15(12)21(31)17(16)24(34)27(19,37)25(35)18(23(20)33)26(28)36/h5,8-9,11,13,16,19-20,22,30-32,35,37H,3-4,6-7,10H2,1-2H3,(H2,28,36)/t13-,16?,19?,20-,22-,27-/m0/s1
InChIKey 
CDXAKQAOVGJCNF-LORFFOPBSA-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)