(S)-N-((S)-6-amino-1-((S)-2-carbamoylpyrrolidin-1-yl)-1-oxohexan-2-yl)-5-oxopyrrolidine-2-carboxamide

ID: ALA3949875

Cas Number: 32467-84-8

PubChem CID: 11602800

Max Phase: Preclinical

Molecular Formula: C16H27N5O4

Molecular Weight: 353.42

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C16H27N5O4/c17-8-2-1-4-11(20-15(24)10-6-7-13(22)19-10)16(25)21-9-3-5-12(21)14(18)23/h10-12H,1-9,17H2,(H2,18,23)(H,19,22)(H,20,24)/t10-,11-,12-/m0/s1

Standard InChI Key:  TXOZOKVIYFOVBE-SRVKXCTJSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    8.0541  -15.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7686  -15.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4830  -15.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1976  -15.2875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4830  -16.5250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0541  -16.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3397  -16.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7686  -16.9375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5864  -16.6071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0344  -17.2202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4469  -17.9347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2538  -17.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2138  -17.1340    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7686  -14.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9513  -15.6180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5034  -15.0049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0908  -14.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2839  -14.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1251  -16.4245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5135  -16.9783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9104  -16.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0541  -14.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0541  -13.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3397  -12.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3397  -11.9874    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  2 14  1  1
  4 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18  4  1  0
 15 19  1  1
 19 20  1  0
 19 21  2  0
 14 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3949875

   L-Prolinamide, 5-oxo-L-prolyl-L-lysyl-

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: 353.42

Molecular Weight (Monoisotopic): 353.2063

AlogP: -1.64

#Rotatable Bonds: 8

Polar Surface Area: 147.62

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.49

CX Basic pKa: 10.17

CX LogP: -2.81

CX LogD: -5.23

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.39

Np Likeness Score: -0.14

References

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

Source

Source(1):

• Patent Bioactivity Data