Ligand profile

CHEMBL5926284

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01972 — FKBP-type 16 kDa peptidyl-prolyl cis-trans isomerase

Via homolog UniProt P62942 Formula C₅₃H₈₄N₂O₁₅S
pchembl 9.19 ~0.6 nM
Mol. weight 1021.32 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5926284
UniProt (similar protein)
P62942
pchembl
9.190 (~0.6 nM)
Target protein
KP13_01972

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1021.32 Da
LogP (Crippen) 5.24
H-bond donors 4
H-bond acceptors 15
TPSA 241.60 Ų
Rotatable bonds 12
Aromatic rings 0 / 4
Heavy atoms 71
Fraction sp³ C 0.75
Formula C₅₃H₈₄N₂O₁₅S

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 241.6
  • −1 ≤ LogP ≤ 5 5.24
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1021.3
  • LogP ≤ 5 5.24
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 241.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COC1C(=O)C(C)CC/C=C\C=C/C=C(/C)[C@H](NS(=O)(=O)CCCO)C[C@H]2CC[C@H](C)[C@](O)(O2)C(=O)C(=O)N(C)C(C)C(=O)OC([C@H](C)C[C@@H]2CC[C@@H](OC3CC3)[C@H](OC)C2)CC(=O)C(C)/C=C(/C)C1O
InChI 
InChI=1S/C53H84N2O15S/c1-32-17-14-12-11-13-15-18-33(2)47(58)49(67-10)48(59)36(5)27-34(3)43(57)31-45(35(4)28-39-20-24-44(46(29-39)66-9)68-40-22-23-40)69-52(62)38(7)55(8)51(61)50(60)53(63)37(6)19-21-41(70-53)30-42(32)54-71(64,65)26-16-25-56/h11-14,17,27,33-35,37-42,44-46,48-49,54,56,59,63H,15-16,18-26,28-31H2,1-10H3/b13-11-,14-12-,32-17-,36-27-/t33?,34?,35-,37+,38?,39+,41-,42-,44-,45?,46-,48?,49?,53+/m1/s1
InChIKey 
FBAXPMKZZZIMNL-IGJNECHOSA-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
1265522
Binding sites
PF00254

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_01972.

PDB 25

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

Ligand PDB entry

ChEMBL 99

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)