Ligand profile

CHEMBL5532466

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01084 — peptidase C56 protein

Via homolog UniProt Q99497 Formula C₆₃H₇₅N₁₃O₁₂S₄
Mol. weight 1334.64 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5532466
UniProt (similar protein)
Q99497
Target protein
KP13_01084

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1334.64 Da
LogP (Crippen) 5.86
H-bond donors 3
H-bond acceptors 19
TPSA 324.65 Ų
Rotatable bonds 23
Aromatic rings 5 / 10
Heavy atoms 92
Fraction sp³ C 0.44
Formula C₆₃H₇₅N₁₃O₁₂S₄

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 324.6
  • −1 ≤ LogP ≤ 5 5.86
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1334.6
  • LogP ≤ 5 5.86
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 19
Veber's rules Fail
  • Rotatable bonds ≤ 10 23
  • TPSA ≤ 140 Ų 324.6
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)N4CCN(S(=O)(=O)c5cccc(C(=O)N6CCc7nc(NC(=O)[C@@H]8CCN(C#N)C8)sc7C6)c5)CC4)nn3)c3ccc(S(=O)(=O)[O-])cc3C2(C)C)C(C)(C)c2cc(S(=O)(=O)O)ccc21
InChI 
InChI=1S/C63H75N13O12S4/c1-6-75-52-23-21-47(91(83,84)85)36-49(52)62(2,3)55(75)18-9-7-10-19-56-63(4,5)50-37-48(92(86,87)88)22-24-53(50)76(56)28-12-8-11-20-57(77)65-27-14-16-45-39-73(69-68-45)41-58(78)71-31-33-74(34-32-71)90(81,82)46-17-13-15-43(35-46)60(80)72-30-26-51-54(40-72)89-61(66-51)67-59(79)44-25-29-70(38-44)42-64/h7,9-10,13,15,17-19,21-24,35-37,39,44H,6,8,11-12,14,16,20,25-34,38,40-41H2,1-5H3,(H3-,65,66,67,77,79,83,84,85,86,87,88)/t44-/m1/s1
InChIKey 
KEBRAICCIXTAPE-USYZEHPZSA-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)