(S)-N-((S)-1-((S)-2-carbamoylpyrrolidin-1-yl)-3-methyl-1-oxobutan-2-yl)-5-oxopyrrolidine-2-carboxamide

ID: ALA3931015

Cas Number: 78058-07-8

PubChem CID: 5311405

Max Phase: Preclinical

Molecular Formula: C15H24N4O4

Molecular Weight: 324.38

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CC(C)[C@H](NC(=O)[C@@H]1CCC(=O)N1)C(=O)N1CCC[C@H]1C(N)=O

Standard InChI:  InChI=1S/C15H24N4O4/c1-8(2)12(18-14(22)9-5-6-11(20)17-9)15(23)19-7-3-4-10(19)13(16)21/h8-10,12H,3-7H2,1-2H3,(H2,16,21)(H,17,20)(H,18,22)/t9-,10-,12-/m0/s1

Standard InChI Key:  UUHCMPUVYJWCBO-NHCYSSNCSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    6.7459  -15.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4604  -14.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1748  -15.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8893  -14.5876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1748  -15.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7459  -15.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0314  -16.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4604  -16.2376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2781  -15.9073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7261  -16.5204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1386  -17.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9455  -17.0632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9056  -16.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6430  -14.9182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8168  -15.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2053  -16.2784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6021  -15.9774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4604  -13.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1748  -13.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7459  -13.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9710  -13.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7770  -13.5907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1934  -14.3028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  1  6  1  0
  7  6  1  6
  6  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  7  1  0
 10 13  2  0
 14 15  1  1
 15 16  1  0
 15 17  2  0
  2 18  1  1
 18 19  1  0
 18 20  1  0
  4 21  1  0
 14  4  1  0
 14 23  1  0
 21 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3931015

   [Val2]TRH

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: 324.38

Molecular Weight (Monoisotopic): 324.1798

AlogP: -1.12

#Rotatable Bonds: 5

Polar Surface Area: 121.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.43

CX Basic pKa: ┄

CX LogP: -1.61

CX LogD: -1.61

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.59

Np Likeness Score: -0.44

References

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

Source

Source(1):

• Patent Bioactivity Data