Ligand profile

CHEMBL5757514

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₀H₁₂₆N₁₂O₁₃
pchembl 9.15 ~0.7 nM
Mol. weight 1343.85 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5757514
UniProt (similar protein)
P62937
pchembl
9.150 (~0.7 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1343.85 Da
LogP (Crippen) 4.14
H-bond donors 5
H-bond acceptors 14
TPSA 291.27 Ų
Rotatable bonds 19
Aromatic rings 0 / 2
Heavy atoms 95
Fraction sp³ C 0.81
Formula C₇₀H₁₂₆N₁₂O₁₃

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 291.3
  • −1 ≤ LogP ≤ 5 4.14
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1343.8
  • LogP ≤ 5 4.14
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 291.3
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)CCCN2CCC(OC)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/C70H126N12O13/c1-26-28-30-46(14)59(83)58-63(87)73-51(27-2)66(90)75(18)49(17)65(89)80(23)57(45(13)31-29-34-82-35-32-50(95-25)33-36-82)62(86)74-55(43(9)10)69(93)76(19)52(37-40(3)4)61(85)71-47(15)60(84)72-48(16)64(88)77(20)53(38-41(5)6)67(91)78(21)54(39-42(7)8)68(92)79(22)56(44(11)12)70(94)81(58)24/h26,28,40-59,83H,27,29-39H2,1-25H3,(H,71,85)(H,72,84)(H,73,87)(H,74,86)/b28-26+/t45-,46-,47+,48-,49-,51+,52+,53+,54+,55+,56+,57+,58+,59-/m1/s1
InChIKey 
UXDFPNVJJDSWRH-YYISWQMISA-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
546639
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)