Ligand profile

CHEMBL5765262

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 C₅₄H₈₇NO₁₆S
pchembl 9.19 ~0.6 nM
Mol. weight 1038.35 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5765262
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 1038.35 Da
LogP (Crippen) 5.61
H-bond donors 3
H-bond acceptors 16
TPSA 238.80 Ų
Rotatable bonds 14
Aromatic rings 0 / 3
Heavy atoms 72
Fraction sp³ C 0.76
Formula C₅₄H₈₇NO₁₆S

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 238.8
  • −1 ≤ LogP ≤ 5 5.61
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1038.3
  • LogP ≤ 5 5.61
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 16
Veber's rules Fail
  • Rotatable bonds ≤ 10 14
  • TPSA ≤ 140 Ų 238.8
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@H](OCCCO)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/C54H87NO16S/c1-34-19-15-13-12-14-16-20-35(2)48(58)50(67-10)49(59)38(5)29-36(3)43(57)33-46(37(4)30-41-22-24-44(47(31-41)66-9)68-27-18-28-72(11,64)65)70-53(62)40(7)55(8)52(61)51(60)54(63)39(6)21-23-42(71-54)32-45(34)69-26-17-25-56/h12-15,19,29,35-37,39-42,44-47,49-50,56,59,63H,16-18,20-28,30-33H2,1-11H3/b14-12-,15-13-,34-19-,38-29-/t35?,36?,37-,39+,40?,41+,42-,44-,45-,46?,47-,49?,50?,54+/m1/s1
InChIKey 
MHHMCBPNOHMJFL-YTJWGSBCSA-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
1265552
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)