Ligand profile

CHEMBL5866833

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 C₅₄H₈₄N₂O₁₆S
pchembl 9.19 ~0.6 nM
Mol. weight 1049.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5866833
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 1049.33 Da
LogP (Crippen) 5.42
H-bond donors 3
H-bond acceptors 16
TPSA 247.67 Ų
Rotatable bonds 12
Aromatic rings 0 / 4
Heavy atoms 73
Fraction sp³ C 0.74
Formula C₅₄H₈₄N₂O₁₆S

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 247.7
  • −1 ≤ LogP ≤ 5 5.42
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1049.3
  • LogP ≤ 5 5.42
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 247.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOC(=O)CS(=O)(=O)NC1C[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)C(O)C(OC)C(=O)C(C)CC/C=C\C=C/C=C\1C
InChI 
InChI=1S/C54H84N2O16S/c1-12-69-47(58)31-73(65,66)55-42-29-41-22-20-37(7)54(64,72-41)51(61)52(62)56(9)38(8)53(63)71-45(35(5)27-39-21-25-44(46(28-39)67-10)70-40-23-24-40)30-43(57)34(4)26-36(6)49(60)50(68-11)48(59)33(3)19-17-15-13-14-16-18-32(42)2/h13-16,18,26,33-35,37-42,44-46,49-50,55,60,64H,12,17,19-25,27-31H2,1-11H3/b15-13-,16-14-,32-18-,36-26-/t33?,34?,35-,37+,38?,39+,41-,42?,44-,45?,46-,49?,50?,54+/m1/s1
InChIKey 
GBSFPTCEQPBJLZ-VJPWKSSTSA-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
1265441
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)