(S)-N-((R)-4-amino-1-((S)-2-carbamoylpyrrolidin-1-yl)-1,4-dioxobutan-2-yl)-5-oxopyrrolidine-2-carboxamide

ID: ALA3922756

PubChem CID: 134139914

Max Phase: Preclinical

Molecular Formula: C14H21N5O5

Molecular Weight: 339.35

Molecule Type: Protein

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H21N5O5/c15-10(20)6-8(18-13(23)7-3-4-11(21)17-7)14(24)19-5-1-2-9(19)12(16)22/h7-9H,1-6H2,(H2,15,20)(H2,16,22)(H,17,21)(H,18,23)/t7-,8+,9-/m0/s1

Standard InChI Key:  LLRIQFIHWHSMMB-YIZRAAEISA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   20.0982  -18.0061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6434  -16.7269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3568  -16.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0702  -16.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7836  -16.3126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0702  -17.5513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6434  -17.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9258  -17.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3568  -17.9615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1734  -17.6338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6232  -18.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0375  -18.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8438  -18.7864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8033  -18.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5364  -16.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7109  -17.4504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4955  -17.7043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3568  -15.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6392  -15.0697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6392  -14.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9216  -15.4839    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8669  -15.4918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6733  -15.3175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0883  -16.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  2  7  1  0
  8  7  1  6
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  8  1  0
 11 14  2  0
 15 16  1  1
 16 17  2  0
 16  1  1  0
  3 18  1  6
 18 19  1  0
 19 20  2  0
 19 21  1  0
  5 22  1  0
 15  5  1  0
 15 24  1  0
 22 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3922756

   ---

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: 339.35

Molecular Weight (Monoisotopic): 339.1543

AlogP: -2.90

#Rotatable Bonds: 6

Polar Surface Area: 164.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.21

CX Basic pKa: ┄

CX LogP: -3.95

CX LogD: -3.95

Aromatic Rings: ┄

Heavy Atoms: 24

QED Weighted: 0.41

Np Likeness Score: -0.32

References

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

Source

Source(1):

• Patent Bioactivity Data