Pyrrolidine-2-carboxylic acid [1-(carbamoylmethyl-carbamoyl)-butyl]-amide

ID: ALA2372916

PubChem CID: 14654691

Max Phase: Preclinical

Molecular Formula: C12H22N4O3

Molecular Weight: 270.33

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  CCC[C@H](NC(=O)[C@@H]1CCCN1)C(=O)NCC(N)=O

Standard InChI:  InChI=1S/C12H22N4O3/c1-2-4-9(11(18)15-7-10(13)17)16-12(19)8-5-3-6-14-8/h8-9,14H,2-7H2,1H3,(H2,13,17)(H,15,18)(H,16,19)/t8-,9-/m0/s1

Standard InChI Key:  FRWFQJLDDSFLOS-IUCAKERBSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
    4.1957   -0.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7921   -0.0292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1809    0.3128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9734    0.0834    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5846   -0.2544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3622    0.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7443   -0.8675    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4033   -0.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3834   -1.4013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9849    1.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5582   -0.3796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5698    0.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9628    0.9884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0687   -0.4004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7722   -1.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1280    0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5688   -1.2929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2939    0.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7607   -2.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  5  1  0
  4  3  1  0
  5  2  1  0
  6 12  1  0
  7  8  1  0
  8  1  1  1
  9  1  2  0
 10  3  2  0
 11  6  2  0
 12  4  1  0
 13  6  1  0
 14  7  1  0
  5 15  1  6
 16  8  1  0
 17 15  1  0
 18 16  1  0
 19 17  1  0
 18 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2372916

   (2S)-N-[(2S)-1-[(2-amino-2-oxoethyl)amino]-1-oxopentan-2-yl]pyrrolidine-2-carboxamide

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: 270.33

Molecular Weight (Monoisotopic): 270.1692

AlogP: -1.38

#Rotatable Bonds: 7

Polar Surface Area: 113.32

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.41

CX Basic pKa: 9.50

CX LogP: -1.58

CX LogD: -3.66

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.46

Np Likeness Score: -0.45

References

1. Johnson RL, Bontems RJ, Yang KE, Mishra RK..  (1990)  Synthesis and biological evaluation of analogues of Pro-Leu-Gly-NH2 modified at the leucyl residue.,  33  (6): [PMID:1971310] [10.1021/jm00168a045]

Source

Source(1):

• Scientific Literature