Ligand profile

CHEMBL6037963

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P62937 Formula C₇₄H₁₃₃N₁₃O₁₅
pchembl 8.89 ~1.3 nM
Mol. weight 1444.95 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL6037963
UniProt (similar protein)
P62937
pchembl
8.890 (~1.3 nM)
Target protein
KP13_00717

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 1444.95 Da
LogP (Crippen) 2.92
H-bond donors 6
H-bond acceptors 17
TPSA 329.60 Ų
Rotatable bonds 41
Aromatic rings 0 / 2
Heavy atoms 102
Fraction sp³ C 0.81
Formula C₇₄H₁₃₃N₁₃O₁₅

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 329.6
  • −1 ≤ LogP ≤ 5 2.92
Lipinski's Rule of Five Fail 3 violations
  • MW ≤ 500 Da 1445.0
  • LogP ≤ 5 2.92
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 17
Veber's rules Fail
  • Rotatable bonds ≤ 10 41
  • TPSA ≤ 140 Ų 329.6
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](C(=O)N[C@@H](CC)C(=O)N(C)[C@H](C)C(C)=O)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@@H](NC)[C@H](C)COCC(=O)N1CCN(C2CCOCC2)CC1)C(C)C
InChI 
InChI=1S/C74H133N13O15/c1-26-28-29-48(13)64(90)63(68(94)78-55(27-2)70(96)80(20)52(17)53(18)88)85(25)74(100)62(47(11)12)84(24)72(98)58(40-45(7)8)83(23)71(97)57(39-44(5)6)82(22)69(95)51(16)77-65(91)50(15)76-66(92)56(38-43(3)4)81(21)73(99)60(46(9)10)79-67(93)61(75-19)49(14)41-102-42-59(89)87-34-32-86(33-35-87)54-30-36-101-37-31-54/h26,28,43-52,54-58,60-64,75,90H,27,29-42H2,1-25H3,(H,76,92)(H,77,91)(H,78,94)(H,79,93)/b28-26+/t48-,49-,50+,51-,52-,55+,56+,57+,58+,60+,61+,62+,63+,64-/m1/s1
InChIKey 
ZMPLQBJVVMFCOY-WYYJUNONSA-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
546431
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)