Ligand profile

CHEMBL5964648

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₆₆H₁₁₉N₁₁O₁₃
pchembl 8.68 ~2.1 nM
Mol. weight 1274.74 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5964648
UniProt (similar protein)
P62937
pchembl
8.680 (~2.1 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1274.74 Da
LogP (Crippen) 3.80
H-bond donors 6
H-bond acceptors 13
TPSA 299.03 Ų
Rotatable bonds 17
Aromatic rings 0 / 1
Heavy atoms 90
Fraction sp³ C 0.80
Formula C₆₆H₁₁₉N₁₁O₁₃

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 299.0
  • −1 ≤ LogP ≤ 5 3.80
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1274.7
  • LogP ≤ 5 3.80
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 13
Veber's rules Fail
  • Rotatable bonds ≤ 10 17
  • TPSA ≤ 140 Ų 299.0
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)CCC(C)(C)O)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/C66H119N11O13/c1-27-29-30-42(14)54(78)53-58(82)69-46(28-2)61(85)71(20)45(17)60(84)76(25)52(41(13)31-32-66(18,19)90)57(81)70-50(39(9)10)64(88)72(21)47(33-36(3)4)56(80)67-43(15)55(79)68-44(16)59(83)73(22)48(34-37(5)6)62(86)74(23)49(35-38(7)8)63(87)75(24)51(40(11)12)65(89)77(53)26/h27,29,36-54,78,90H,28,30-35H2,1-26H3,(H,67,80)(H,68,79)(H,69,82)(H,70,81)/b29-27+/t41-,42-,43+,44-,45-,46+,47+,48+,49+,50+,51+,52+,53+,54-/m1/s1
InChIKey 
HHXWPSDJPWFTAA-ZFFZLKGPSA-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
546510
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)