Ligand profile

CHEMBL5986579

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 C₅₇H₉₂N₂O₁₇S
pchembl 9.19 ~0.6 nM
Mol. weight 1109.43 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5986579
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 1109.43 Da
LogP (Crippen) 5.28
H-bond donors 4
H-bond acceptors 17
TPSA 260.06 Ų
Rotatable bonds 17
Aromatic rings 0 / 4
Heavy atoms 77
Fraction sp³ C 0.77
Formula C₅₇H₉₂N₂O₁₇S

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 260.1
  • −1 ≤ LogP ≤ 5 5.28
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1109.4
  • LogP ≤ 5 5.28
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 17
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 260.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COCCOCCS(=O)(=O)N[C@@H]1C[C@H]2CC[C@H](C)[C@](O)(O2)C(=O)C(=O)N2CCCCC2C(=O)OC([C@H](C)C[C@@H]2CC[C@@H](OCCCO)[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/C57H92N2O17S/c1-37-18-13-11-10-12-14-19-38(2)51(62)53(72-9)52(63)41(5)32-39(3)47(61)36-49(40(4)33-43-22-24-48(50(34-43)71-8)74-27-17-26-60)75-56(66)46-20-15-16-25-59(46)55(65)54(64)57(67)42(6)21-23-44(76-57)35-45(37)58-77(68,69)31-30-73-29-28-70-7/h10-13,18,32,38-40,42-46,48-50,52-53,58,60,63,67H,14-17,19-31,33-36H2,1-9H3/b12-10-,13-11-,37-18-,41-32-/t38?,39?,40-,42+,43+,44-,45-,46?,48-,49?,50-,52?,53?,57+/m1/s1
InChIKey 
QEKYPJBEXZLPAY-QFCZADIOSA-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
1265423
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)