Ligand profile

CHEMBL339999

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00002 — putative transport protein hsrA

Via homolog UniProt P0AEY8 Formula C₂₈H₃₄N₂O₈S
pchembl 6.22 ~602.6 nM
Mol. weight 558.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL339999
UniProt (similar protein)
P0AEY8
pchembl
6.220 (~602.6 nM)
Target protein
KP13_00002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 558.65 Da
LogP (Crippen) 1.54
H-bond donors 6
H-bond acceptors 10
TPSA 181.62 Ų
Rotatable bonds 5
Aromatic rings 1 / 5
Heavy atoms 39
Fraction sp³ C 0.54
Formula C₂₈H₃₄N₂O₈S

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 1.54
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 558.7
  • LogP ≤ 5 1.54
  • 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](CSC4CCCCC4)C3[C@H](O)C12
InChI 
InChI=1S/C28H34N2O8S/c1-30(2)21-20-23(33)17-14(11-39-12-7-4-3-5-8-12)13-9-6-10-15(31)16(13)22(32)18(17)25(35)28(20,38)26(36)19(24(21)34)27(29)37/h6,9-10,12,14,17,20-21,23,31-33,36,38H,3-5,7-8,11H2,1-2H3,(H2,29,37)/t14-,17?,20?,21-,23-,28-/m0/s1
InChIKey 
HYCVENHJHWGJDJ-SMHFBFMPSA-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)