Ligand profile

CHEMBL6046692

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₈H₁₂₁N₁₃O₁₃
pchembl 8.80 ~1.6 nM
Mol. weight 1328.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6046692
UniProt (similar protein)
P62937
pchembl
8.800 (~1.6 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1328.79 Da
LogP (Crippen) 2.41
H-bond donors 5
H-bond acceptors 14
TPSA 302.35 Ų
Rotatable bonds 16
Aromatic rings 0 / 2
Heavy atoms 94
Fraction sp³ C 0.79
Formula C₆₈H₁₂₁N₁₃O₁₃

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 302.4
  • −1 ≤ LogP ≤ 5 2.41
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1328.8
  • LogP ≤ 5 2.41
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 16
  • TPSA ≤ 140 Ų 302.4
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)CN2CCN(C(C)=O)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/C68H121N13O13/c1-26-28-29-43(13)57(83)56-61(87)71-49(27-2)64(90)73(19)47(17)63(89)78(24)55(44(14)37-80-30-32-81(33-31-80)48(18)82)60(86)72-53(41(9)10)67(93)74(20)50(34-38(3)4)59(85)69-45(15)58(84)70-46(16)62(88)75(21)51(35-39(5)6)65(91)76(22)52(36-40(7)8)66(92)77(23)54(42(11)12)68(94)79(56)25/h26,28,38-47,49-57,83H,27,29-37H2,1-25H3,(H,69,85)(H,70,84)(H,71,87)(H,72,86)/b28-26+/t43-,44-,45+,46-,47-,49+,50+,51+,52+,53+,54+,55+,56+,57-/m1/s1
InChIKey 
YYNKDXDPIMAHGC-UYXUEOFLSA-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
546378
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)