Ligand profile

CHEMBL5791301

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₁H₁₂₉N₁₃O₁₃
pchembl 9.22 ~0.6 nM
Mol. weight 1372.89 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5791301
UniProt (similar protein)
P62937
pchembl
9.220 (~0.6 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1372.89 Da
LogP (Crippen) 3.29
H-bond donors 5
H-bond acceptors 15
TPSA 294.51 Ų
Rotatable bonds 20
Aromatic rings 0 / 2
Heavy atoms 97
Fraction sp³ C 0.82
Formula C₇₁H₁₂₉N₁₃O₁₃

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 3.29
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1372.9
  • LogP ≤ 5 3.29
  • 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)COCCN2CCN(C(C)C)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/C71H129N13O13/c1-27-29-30-47(15)60(85)59-64(89)74-52(28-2)67(92)76(20)51(19)66(91)81(25)58(48(16)40-97-36-35-83-31-33-84(34-32-83)46(13)14)63(88)75-56(44(9)10)70(95)77(21)53(37-41(3)4)62(87)72-49(17)61(86)73-50(18)65(90)78(22)54(38-42(5)6)68(93)79(23)55(39-43(7)8)69(94)80(24)57(45(11)12)71(96)82(59)26/h27,29,41-60,85H,28,30-40H2,1-26H3,(H,72,87)(H,73,86)(H,74,89)(H,75,88)/b29-27+/t47-,48-,49+,50-,51-,52+,53+,54+,55+,56+,57+,58+,59+,60-/m1/s1
InChIKey 
HRVIJBFMUHOPHP-LHKIWACHSA-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
546470
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)