Ligand profile

CHEMBL123933

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00002 — putative transport protein hsrA

Via homolog UniProt P0AEY8 Formula C₂₅H₃₀N₂O₈S
pchembl 6.16 ~691.8 nM
Mol. weight 518.59 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL123933
UniProt (similar protein)
P0AEY8
pchembl
6.160 (~691.8 nM)
Target protein
KP13_00002

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 518.59 Da
LogP (Crippen) 0.77
H-bond donors 6
H-bond acceptors 10
TPSA 181.62 Ų
Rotatable bonds 5
Aromatic rings 1 / 4
Heavy atoms 36
Fraction sp³ C 0.48
Formula C₂₅H₃₀N₂O₈S

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 0.77
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 518.6
  • LogP ≤ 5 0.77
  • 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 
CC(C)SC[C@H]1c2cccc(O)c2C(=O)C2=C(O)[C@]3(O)C(O)=C(C(N)=O)C(=O)[C@@H](N(C)C)C3[C@@H](O)C21
InChI 
InChI=1S/C25H30N2O8S/c1-9(2)36-8-11-10-6-5-7-12(28)13(10)19(29)15-14(11)20(30)17-18(27(3)4)21(31)16(24(26)34)23(33)25(17,35)22(15)32/h5-7,9,11,14,17-18,20,28,30,32-33,35H,8H2,1-4H3,(H2,26,34)/t11-,14?,17?,18-,20-,25-/m0/s1
InChIKey 
PZDIQVQQLPUURG-BPCIZGIYSA-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)