Ligand profile

CHEMBL5740960

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₇H₁₂₁N₁₃O₁₃
pchembl 8.85 ~1.4 nM
Mol. weight 1316.78 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5740960
UniProt (similar protein)
P62937
pchembl
8.850 (~1.4 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1316.78 Da
LogP (Crippen) 2.27
H-bond donors 5
H-bond acceptors 14
TPSA 302.35 Ų
Rotatable bonds 18
Aromatic rings 0 / 1
Heavy atoms 93
Fraction sp³ C 0.79
Formula C₆₇H₁₂₁N₁₃O₁₃

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 2.27
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1316.8
  • LogP ≤ 5 2.27
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • 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)CN(C)CC(=O)N(C)C)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/C67H121N13O13/c1-28-30-31-42(13)56(82)55-60(86)70-47(29-2)63(89)74(21)46(17)62(88)79(26)54(43(14)35-73(20)36-51(81)72(18)19)59(85)71-52(40(9)10)66(92)75(22)48(32-37(3)4)58(84)68-44(15)57(83)69-45(16)61(87)76(23)49(33-38(5)6)64(90)77(24)50(34-39(7)8)65(91)78(25)53(41(11)12)67(93)80(55)27/h28,30,37-50,52-56,82H,29,31-36H2,1-27H3,(H,68,84)(H,69,83)(H,70,86)(H,71,85)/b30-28+/t42-,43-,44+,45-,46-,47+,48+,49+,50+,52+,53+,54+,55+,56-/m1/s1
InChIKey 
SXBQMEIKYPIQND-NDAORDCISA-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
546394
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)