(S)-N-(2-((S)-2-carbamoylpyrrolidin-1-yl)-2-oxoethyl)-5-oxopyrrolidine-2-carboxamide

ID: ALA3940595

Cas Number: 42294-01-9

PubChem CID: 71363192

Max Phase: Preclinical

Molecular Formula: C12H18N4O4

Molecular Weight: 282.30

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H18N4O4/c13-11(19)8-2-1-5-16(8)10(18)6-14-12(20)7-3-4-9(17)15-7/h7-8H,1-6H2,(H2,13,19)(H,14,20)(H,15,17)/t7-,8-/m0/s1

Standard InChI Key:  XKFFWWWMHGXEPW-YUMQZZPRSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   20.0490   -9.5364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0670   -9.9815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8210  -10.1373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6324   -8.7197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8414   -7.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0416  -10.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3427   -9.9448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9262   -9.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6744   -9.4360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6324   -9.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6332  -10.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8403  -10.7622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5007   -8.6378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0490   -8.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4514   -9.6846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7551   -8.3113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.6402   -7.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0485   -8.0288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1812   -9.6145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3427   -8.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 18  1  0
 16 13  1  0
  8 19  1  0
  9  2  1  0
 14  1  2  0
 14 16  1  0
 12  8  1  0
 11  3  2  0
 20 14  1  0
  8 10  1  6
  6 12  1  0
 11  6  1  0
 13  9  1  1
  4 20  1  0
  5 16  1  0
 19 11  1  0
  4 10  1  0
 18 17  1  0
 10  7  2  0
  9 15  2  0
 17  5  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3940595

   5-Oxo-L-prolylglycyl-L-prolinamide

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: 282.30

Molecular Weight (Monoisotopic): 282.1328

AlogP: -2.14

#Rotatable Bonds: 4

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: 11.28

CX Basic pKa: ┄

CX LogP: -3.07

CX LogD: -3.07

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.54

Np Likeness Score: -1.06

References

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

Source

Source(1):

• Patent Bioactivity Data