Ligand profile

CHEMBL5842043

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₁H₁₂₇N₁₃O₁₂
pchembl 9.10 ~0.8 nM
Mol. weight 1354.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5842043
UniProt (similar protein)
P62937
pchembl
9.100 (~0.8 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1354.88 Da
LogP (Crippen) 3.81
H-bond donors 5
H-bond acceptors 14
TPSA 285.28 Ų
Rotatable bonds 18
Aromatic rings 0 / 3
Heavy atoms 96
Fraction sp³ C 0.82
Formula C₇₁H₁₂₇N₁₃O₁₂

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 285.3
  • −1 ≤ LogP ≤ 5 3.81
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 1354.9
  • LogP ≤ 5 3.81
  • H-bond donors ≤ 5 5
  • H-bond acceptors ≤ 10 14
Veber's rules Fail
  • Rotatable bonds ≤ 10 18
  • TPSA ≤ 140 Ų 285.3
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)CCCN2CC3CCC(C2)N3C)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/C71H127N13O12/c1-26-28-30-46(14)60(85)59-64(89)74-52(27-2)67(92)76(18)49(17)66(91)82(24)58(45(13)31-29-34-84-38-50-32-33-51(39-84)77(50)19)63(88)75-56(43(9)10)70(95)78(20)53(35-40(3)4)62(87)72-47(15)61(86)73-48(16)65(90)79(21)54(36-41(5)6)68(93)80(22)55(37-42(7)8)69(94)81(23)57(44(11)12)71(96)83(59)25/h26,28,40-60,85H,27,29-39H2,1-25H3,(H,72,87)(H,73,86)(H,74,89)(H,75,88)/b28-26+/t45-,46-,47+,48-,49-,50?,51?,52+,53+,54+,55+,56+,57+,58+,59+,60-/m1/s1
InChIKey 
FZMMXXNXMQUELQ-VOGCSRRBSA-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
546631
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)