Ligand profile

CHEMBL5867542

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00717 — Peptidyl-prolyl cis-trans isomerase A

Via homolog UniProt P62937 Formula C₇₀H₁₂₇N₁₃O₁₃
pchembl 9.05 ~0.9 nM
Mol. weight 1358.86 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5867542
UniProt (similar protein)
P62937
pchembl
9.050 (~0.9 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1358.86 Da
LogP (Crippen) 2.90
H-bond donors 5
H-bond acceptors 15
TPSA 294.51 Ų
Rotatable bonds 20
Aromatic rings 0 / 2
Heavy atoms 96
Fraction sp³ C 0.81
Formula C₇₀H₁₂₇N₁₃O₁₃

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 294.5
  • −1 ≤ LogP ≤ 5 2.90
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1358.9
  • LogP ≤ 5 2.90
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 20
  • TPSA ≤ 140 Ų 294.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C/C=C/C[C@@H](C)[C@@H](O)[C@H]1C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(=O)N(C)[C@@H]([C@H](C)CCN2CCN(CCOC)CC2)C(=O)N[C@@H](C(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](CC(C)C)C(=O)N(C)[C@@H](C(C)C)C(=O)N1C
InChI 
InChI=1S/C70H127N13O13/c1-26-28-29-47(14)59(84)58-63(88)73-51(27-2)66(91)75(18)50(17)65(90)80(23)57(46(13)30-31-82-32-34-83(35-33-82)36-37-96-25)62(87)74-55(44(9)10)69(94)76(19)52(38-41(3)4)61(86)71-48(15)60(85)72-49(16)64(89)77(20)53(39-42(5)6)67(92)78(21)54(40-43(7)8)68(93)79(22)56(45(11)12)70(95)81(58)24/h26,28,41-59,84H,27,29-40H2,1-25H3,(H,71,86)(H,72,85)(H,73,88)(H,74,87)/b28-26+/t46-,47-,48+,49-,50-,51+,52+,53+,54+,55+,56+,57+,58+,59-/m1/s1
InChIKey 
PRSMSTPTQBLJFI-VCWNVUDTSA-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
546599
Binding sites
PF00160

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_00717.

PDB 40

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)