Ligand profile

CHEMBL5984129

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 C₅₄H₈₆N₂O₁₇S
pchembl 9.19 ~0.6 nM
Mol. weight 1067.35 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5984129
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 1067.35 Da
LogP (Crippen) 4.91
H-bond donors 3
H-bond acceptors 17
TPSA 256.90 Ų
Rotatable bonds 14
Aromatic rings 0 / 3
Heavy atoms 74
Fraction sp³ C 0.74
Formula C₅₄H₈₆N₂O₁₇S

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 256.9
  • −1 ≤ LogP ≤ 5 4.91
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1067.3
  • LogP ≤ 5 4.91
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 17
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 256.9
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](OCCOC)[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/C54H86N2O17S/c1-13-70-47(58)32-74(65,66)55-42-30-41-23-21-38(7)54(64,73-41)51(61)52(62)56(9)39(8)53(63)72-45(36(5)28-40-22-24-44(46(29-40)68-11)71-26-25-67-10)31-43(57)35(4)27-37(6)49(60)50(69-12)48(59)34(3)20-18-16-14-15-17-19-33(42)2/h14-17,19,27,34-36,38-42,44-46,49-50,55,60,64H,13,18,20-26,28-32H2,1-12H3/b16-14-,17-15-,33-19-,37-27-/t34?,35?,36-,38+,39?,40+,41-,42?,44-,45?,46-,49?,50?,54+/m1/s1
InChIKey 
MKRLHIALFZQWGB-MKOZNBSNSA-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
1265445
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)