Ligand profile

CHEMBL5835485

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 C₅₄H₈₅NO₁₅S
pchembl 9.19 ~0.6 nM
Mol. weight 1020.33 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5835485
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 1020.33 Da
LogP (Crippen) 6.39
H-bond donors 2
H-bond acceptors 15
TPSA 218.57 Ų
Rotatable bonds 12
Aromatic rings 0 / 4
Heavy atoms 71
Fraction sp³ C 0.76
Formula C₅₄H₈₅NO₁₅S

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 218.6
  • −1 ≤ LogP ≤ 5 6.39
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1020.3
  • LogP ≤ 5 6.39
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 218.6
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(OC2CC2)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](OCCCS(C)(=O)=O)[C@H](OC)C2)CC(=O)C(C)/C=C(/C)C1O
InChI 
InChI=1S/C54H85NO15S/c1-33-18-15-13-12-14-16-19-34(2)48(57)50(66-10)49(58)37(5)28-35(3)43(56)32-46(36(4)29-40-21-25-44(47(30-40)65-9)67-26-17-27-71(11,63)64)69-53(61)39(7)55(8)52(60)51(59)54(62)38(6)20-22-42(70-54)31-45(33)68-41-23-24-41/h12-15,18,28,34-36,38-42,44-47,49-50,58,62H,16-17,19-27,29-32H2,1-11H3/b14-12-,15-13-,33-18-,37-28-/t34?,35?,36-,38+,39?,40+,42-,44-,45?,46?,47-,49?,50?,54+/m1/s1
InChIKey 
CNFWMGUSFOHMJS-HJTNMKFLSA-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
1265542
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)