Ligand profile

CHEMBL5948930

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 C₅₂H₈₀F₂N₂O₁₄S
pchembl 9.19 ~0.6 nM
Mol. weight 1027.27 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5948930
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 1027.27 Da
LogP (Crippen) 5.94
H-bond donors 4
H-bond acceptors 14
TPSA 221.37 Ų
Rotatable bonds 10
Aromatic rings 0 / 4
Heavy atoms 71
Fraction sp³ C 0.75
Formula C₅₂H₈₀F₂N₂O₁₄S

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 221.4
  • −1 ≤ LogP ≤ 5 5.94
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1027.3
  • LogP ≤ 5 5.94
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 10
  • TPSA ≤ 140 Ų 221.4
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(N[SH](=O)=O)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](OCC3CC(F)(F)C3)[C@H](OC)C2)CC(=O)C(C)/C=C(/C)C1O
InChI 
InChI=1S/C52H80F2N2O14S/c1-30-16-14-12-11-13-15-17-31(2)45(58)47(67-10)46(59)34(5)22-32(3)41(57)26-43(33(4)23-37-19-21-42(44(24-37)66-9)68-29-38-27-51(53,54)28-38)69-50(62)36(7)56(8)49(61)48(60)52(63)35(6)18-20-39(70-52)25-40(30)55-71(64)65/h11-14,16,22,31-33,35-40,42-44,46-47,59,63,71H,15,17-21,23-29H2,1-10H3,(H,55,64,65)/b13-11-,14-12-,30-16-,34-22-/t31?,32?,33-,35+,36?,37+,39-,40?,42-,43?,44-,46?,47?,52+/m1/s1
InChIKey 
WZSRGBWFGOXXLR-CLVVNBIYSA-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
1265498
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)