Ligand profile

CHEMBL6048373

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₁H₁₂₇N₁₃O₁₄
pchembl 9.10 ~0.8 nM
Mol. weight 1386.87 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6048373
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 1386.87 Da
LogP (Crippen) 3.85
H-bond donors 6
H-bond acceptors 15
TPSA 320.37 Ų
Rotatable bonds 19
Aromatic rings 0 / 2
Heavy atoms 98
Fraction sp³ C 0.80
Formula C₇₁H₁₂₇N₁₃O₁₄

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 320.4
  • −1 ≤ LogP ≤ 5 3.85
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1386.9
  • LogP ≤ 5 3.85
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 15
Veber's rules Fail
  • Rotatable bonds ≤ 10 19
  • TPSA ≤ 140 Ų 320.4
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)CCCOC(=O)NC2CCN(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/C71H127N13O14/c1-26-28-30-46(14)59(85)58-63(89)75-51(27-2)66(92)78(19)49(17)65(91)83(24)57(45(13)31-29-36-98-71(97)74-50-32-34-77(18)35-33-50)62(88)76-55(43(9)10)69(95)79(20)52(37-40(3)4)61(87)72-47(15)60(86)73-48(16)64(90)80(21)53(38-41(5)6)67(93)81(22)54(39-42(7)8)68(94)82(23)56(44(11)12)70(96)84(58)25/h26,28,40-59,85H,27,29-39H2,1-25H3,(H,72,87)(H,73,86)(H,74,97)(H,75,89)(H,76,88)/b28-26+/t45-,46-,47+,48-,49-,51+,52+,53+,54+,55+,56+,57+,58+,59-/m1/s1
InChIKey 
BJMOCSNAFYHZGK-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
546651
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)