Binder profile

CHEMBL1933111

Bioactivity hit from ChEMBL on a similar protein.

Bound to: PA1303 — signal peptidase

Via homolog UniProt Q9M9Z2 C76H105N14O19PS
Mol. weight 1581.80 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1933111
UniProt (similar protein)
Q9M9Z2
Target protein
PA1303

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1581.80 Da
LogP (Crippen) 6.42
H-bond donors 8
H-bond acceptors 24
TPSA 421.55 Ų
Rotatable bonds 51
Aromatic rings 4 / 8
Heavy atoms 111
Fraction sp³ C 0.54
Formula C76H105N14O19PS

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.

Lipinski's Rule of Five Fail 4 violations
  • MW ≤ 500 Da 1581.8
  • LogP ≤ 5 6.42
  • H-bond donors ≤ 5 8
  • H-bond acceptors ≤ 10 24
Veber's rules Fail
  • Rotatable bonds ≤ 10 51
  • TPSA ≤ 140 Ų 421.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOP(=O)(CCOCCOCCOCCOC(=O)NCc1cn(CCCCCNC(=O)CCC(=O)N[C@@H](CCCCNC(=O)CCCCC[C@@H]2SC[C@@H]3NC(=O)N[C@@H]32)C(=O)NCCCCCNC(=O)c2ccc(-c3c4ccc(=[N+](C)C)cc-4oc4cc(N(C)C)ccc34)c(C(=O)[O-])c2)nn1)Oc1ccc([N+](=O)[O-])cc1
InChI 
InChI=1S/C76H105N14O19PS/c1-6-107-110(102,109-57-26-22-54(23-27-57)90(100)101)45-44-105-41-40-103-38-39-104-42-43-106-76(99)81-49-53-50-89(86-85-53)37-17-9-15-33-78-68(92)31-32-69(93)82-62(18-12-16-34-77-67(91)20-11-7-10-19-66-71-63(51-111-66)83-75(98)84-71)73(95)80-36-14-8-13-35-79-72(94)52-21-28-58(61(46-52)74(96)97)70-59-29-24-55(87(2)3)47-64(59)108-65-48-56(88(4)5)25-30-60(65)70/h21-30,46-48,50,62-63,66,71H,6-20,31-45,49,51H2,1-5H3,(H8-,77,78,79,80,81,82,83,84,91,92,93,94,95,96,97,98,99)/t62-,63-,66-,71-,110?/m0/s1
InChIKey 
XQKOSIMBVSXDSN-YGBBJINDSA-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
Activity
Active
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)