Binder profile

CHEMBL138375

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1303 — signal peptidase

Via homolog UniProt P00803 C11H13NO4S
pchembl 6.04 ~912.0 nM
Mol. weight 255.29 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL138375
UniProt (similar protein)
P00803
pchembl
6.040 (~912.0 nM)
Target protein
PA1303

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 255.29 Da
LogP (Crippen) 0.47
H-bond donors 1
H-bond acceptors 5
TPSA 66.84 Ų
Rotatable bonds 4
Aromatic rings 0 / 2
Heavy atoms 17
Fraction sp³ C 0.45
Formula C11H13NO4S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 255.3
  • LogP ≤ 5 0.47
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 66.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=CCOC(=O)C1=CS[C@H]2[C@@H]([C@@H](C)O)C(=O)N12
InChI 
InChI=1S/C11H13NO4S/c1-3-4-16-11(15)7-5-17-10-8(6(2)13)9(14)12(7)10/h3,5-6,8,10,13H,1,4H2,2H3/t6-,8+,10+/m1/s1
InChIKey 
OETWAMLEEAYRGS-PMVVWTBXSA-N

Provenance

Annotation context from LigQ_2, the internal TPW step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Source
ChEMBL
Binding sites
PF10502

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other binders for this protein

Quick navigation to other ligands bound to PA1303.

PDB 2

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

Ligand PDB entry

ChEMBL 27

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)