Ligand profile

CHEMBL5191068

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01084 — peptidase C56 protein

Via homolog UniProt Q99497 Formula C₅₂H₆₃N₁₁O₉S₃
Mol. weight 1082.34 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5191068
UniProt (similar protein)
Q99497
Target protein
KP13_01084

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1082.34 Da
LogP (Crippen) 5.71
H-bond donors 3
H-bond acceptors 16
TPSA 266.96 Ų
Rotatable bonds 20
Aromatic rings 4 / 8
Heavy atoms 75
Fraction sp³ C 0.46
Formula C₅₂H₆₃N₁₁O₉S₃

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 267.0
  • −1 ≤ LogP ≤ 5 5.71
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1082.3
  • LogP ≤ 5 5.71
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 267.0
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC[N+]1=C(/C=C/C=C/C=C2/N(CCCCCC(=O)NCCCc3cn(CC(=O)N4CCc5nc(NC(=O)[C@@H]6CCN(C#N)C6)sc5C4)nn3)c3ccc(S(=O)(=O)O)cc3C2(C)C)C(C)(C)c2cc(S(=O)(=O)[O-])ccc21
InChI 
InChI=1S/C52H63N11O9S3/c1-6-62-42-20-18-37(74(67,68)69)28-39(42)51(2,3)45(62)15-9-7-10-16-46-52(4,5)40-29-38(75(70,71)72)19-21-43(40)63(46)25-12-8-11-17-47(64)54-24-13-14-36-31-61(58-57-36)33-48(65)60-27-23-41-44(32-60)73-50(55-41)56-49(66)35-22-26-59(30-35)34-53/h7,9-10,15-16,18-21,28-29,31,35H,6,8,11-14,17,22-27,30,32-33H2,1-5H3,(H3-,54,55,56,64,66,67,68,69,70,71,72)/t35-/m1/s1
InChIKey 
VLLSANMEIOOOBL-PGUFJCEWSA-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
Activity
Active
Binding sites
PF01965

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_01084.

PDB 16

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

Ligand PDB entry

ChEMBL 37

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)