(S)-1-((S)-1-((S)-5-oxopyrrolidine-2-carbonyl)piperidine-2-carbonyl)pyrrolidine-2-carboxamide

ID: ALA3929308

PubChem CID: 134138041

Max Phase: Preclinical

Molecular Formula: C16H24N4O4

Molecular Weight: 336.39

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H]1CCCN1C(=O)[C@@H]1CCCCN1C(=O)[C@@H]1CCC(=O)N1

Standard InChI:  InChI=1S/C16H24N4O4/c17-14(22)11-5-3-9-19(11)16(24)12-4-1-2-8-20(12)15(23)10-6-7-13(21)18-10/h10-12H,1-9H2,(H2,17,22)(H,18,21)/t10-,11-,12-/m0/s1

Standard InChI Key:  FEBNRYQDLLSKAN-SRVKXCTJSA-N

Molfile:  

     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
    8.8345  -17.3989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8058  -16.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5197  -15.7042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8058  -16.9438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3780  -16.9438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6599  -17.3541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0919  -17.3541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9070  -17.0263    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3563  -17.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7710  -18.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5778  -18.1798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5359  -17.5517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2731  -16.0364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4477  -16.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2329  -17.0968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3780  -16.1188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0890  -15.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0891  -14.8918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3797  -14.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6687  -14.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6670  -15.7128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6030  -14.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4093  -14.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8244  -15.4219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 17  2  1  1
  2  3  1  0
  2  4  2  0
 16  5  1  0
  6  5  1  6
  5  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  6  1  0
  9 12  2  0
 13 14  1  1
 14 15  2  0
 14  1  1  0
 16 17  1  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
  3 22  1  0
 13  3  1  0
 13 24  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3929308

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Protein

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 336.39

Molecular Weight (Monoisotopic): 336.1798

AlogP: -0.88

#Rotatable Bonds: 3

Polar Surface Area: 112.81

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.43

CX Basic pKa: ┄

CX LogP: -1.78

CX LogD: -1.78

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.70

Np Likeness Score: -0.53

References

1.  (2010)  TRH-like peptide derivatives as inhibitors of the TRH-degrading ectoenzyme, 

Source

Source(1):

• Patent Bioactivity Data