Ligand profile

CHEMBL5567367

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01084 — peptidase C56 protein

Via homolog UniProt Q99497 Formula C₅₇H₆₄FN₁₁O₉S₃
Mol. weight 1162.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5567367
UniProt (similar protein)
Q99497
Target protein
KP13_01084

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1162.41 Da
LogP (Crippen) 7.45
H-bond donors 3
H-bond acceptors 16
TPSA 266.96 Ų
Rotatable bonds 20
Aromatic rings 5 / 9
Heavy atoms 81
Fraction sp³ C 0.40
Formula C₅₇H₆₄FN₁₁O₉S₃

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 7.45
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1162.4
  • LogP ≤ 5 7.45
  • 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(-c4ccc(F)c(C(=O)N5CCc6nc(NC(=O)[C@@H]7CCN(C#N)C7)sc6C5)c4)nn3)c3ccc(S(=O)(=O)O)cc3C2(C)C)C(C)(C)c2cc(S(=O)(=O)[O-])ccc21
InChI 
InChI=1S/C57H64FN11O9S3/c1-6-67-47-22-19-40(80(73,74)75)31-43(47)56(2,3)50(67)15-9-7-10-16-51-57(4,5)44-32-41(81(76,77)78)20-23-48(44)68(51)27-12-8-11-17-52(70)60-26-13-14-38-34-69(64-63-38)39-18-21-45(58)42(30-39)54(72)66-29-25-46-49(35-66)79-55(61-46)62-53(71)37-24-28-65(33-37)36-59/h7,9-10,15-16,18-23,30-32,34,37H,6,8,11-14,17,24-29,33,35H2,1-5H3,(H3-,60,61,62,70,71,73,74,75,76,77,78)/t37-/m1/s1
InChIKey 
XYXHBGFMRXYMDW-DIPNUNPCSA-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)