Ligand profile

CHEMBL3344503

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₈H₁₂₂N₁₂O₁₄
pchembl 8.96 ~1.1 nM
Mol. weight 1331.79 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3344503
UniProt (similar protein)
P62937
pchembl
8.960 (~1.1 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1331.79 Da
LogP (Crippen) 2.60
H-bond donors 5
H-bond acceptors 15
TPSA 300.50 Ų
Rotatable bonds 19
Aromatic rings 0 / 2
Heavy atoms 94
Fraction sp³ C 0.81
Formula C₆₈H₁₂₂N₁₂O₁₄

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 300.5
  • −1 ≤ LogP ≤ 5 2.60
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1331.8
  • LogP ≤ 5 2.60
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 300.5
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)COCCN2CCOCC2)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/C68H122N12O14/c1-25-27-28-44(13)57(81)56-61(85)71-49(26-2)64(88)73(18)48(17)63(87)78(23)55(45(14)38-94-34-31-80-29-32-93-33-30-80)60(84)72-53(42(9)10)67(91)74(19)50(35-39(3)4)59(83)69-46(15)58(82)70-47(16)62(86)75(20)51(36-40(5)6)65(89)76(21)52(37-41(7)8)66(90)77(22)54(43(11)12)68(92)79(56)24/h25,27,39-57,81H,26,28-38H2,1-24H3,(H,69,83)(H,70,82)(H,71,85)(H,72,84)/b27-25+/t44-,45-,46+,47-,48-,49+,50+,51+,52+,53+,54+,55+,56+,57-/m1/s1
InChIKey 
MGJXVGYEHYGJSG-BURKWPIKSA-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
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)