Ligand profile

CHEMBL421456

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00002 — putative transport protein hsrA

Via homolog UniProt P0AEY8 Formula C₂₅H₂₉ClN₂O₈S
pchembl 6.22 ~602.6 nM
Mol. weight 553.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL421456
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 553.03 Da
LogP (Crippen) 0.84
H-bond donors 6
H-bond acceptors 10
TPSA 181.62 Ų
Rotatable bonds 7
Aromatic rings 1 / 4
Heavy atoms 37
Fraction sp³ C 0.48
Formula C₂₅H₂₉ClN₂O₈S

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 0.84
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 553.0
  • LogP ≤ 5 0.84
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 10
Veber's rules Fail
  • Rotatable bonds ≤ 10 7
  • 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](CSCCCCl)C3[C@H](O)C12
InChI 
InChI=1S/C25H29ClN2O8S/c1-28(2)18-17-20(31)14-11(9-37-8-4-7-26)10-5-3-6-12(29)13(10)19(30)15(14)22(33)25(17,36)23(34)16(21(18)32)24(27)35/h3,5-6,11,14,17-18,20,29-31,34,36H,4,7-9H2,1-2H3,(H2,27,35)/t11-,14?,17?,18-,20-,25-/m0/s1
InChIKey 
IUJWLJFAPCFVGG-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)