Ligand profile

CHEMBL5850260

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 8.82 ~1.5 nM
Mol. weight 1354.88 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5850260
UniProt (similar protein)
P62937
pchembl
8.820 (~1.5 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)CCN2CCN(C3CCC3)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/C71H127N13O12/c1-25-27-29-47(14)60(85)59-64(89)74-52(26-2)67(92)76(18)50(17)66(91)81(23)58(46(13)32-33-83-34-36-84(37-35-83)51-30-28-31-51)63(88)75-56(44(9)10)70(95)77(19)53(38-41(3)4)62(87)72-48(15)61(86)73-49(16)65(90)78(20)54(39-42(5)6)68(93)79(21)55(40-43(7)8)69(94)80(22)57(45(11)12)71(96)82(59)24/h25,27,41-60,85H,26,28-40H2,1-24H3,(H,72,87)(H,73,86)(H,74,89)(H,75,88)/b27-25+/t46-,47-,48+,49-,50-,52+,53+,54+,55+,56+,57+,58+,59+,60-/m1/s1
InChIKey 
HNWFPFLTPNQECA-VLMXBWSQSA-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
546619
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)