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

ID: ALA3947560

PubChem CID: 134147551

Max Phase: Preclinical

Molecular Formula: C18H22N4O4

Molecular Weight: 358.40

Molecule Type: Protein

Names and Identifiers

Canonical SMILES:  NC(=O)[C@@H]1CCCN1C(=O)[C@@H](NC(=O)[C@@H]1CCC(=O)N1)c1ccccc1

Standard InChI:  InChI=1S/C18H22N4O4/c19-16(24)13-7-4-10-22(13)18(26)15(11-5-2-1-3-6-11)21-17(25)12-8-9-14(23)20-12/h1-3,5-6,12-13,15H,4,7-10H2,(H2,19,24)(H,20,23)(H,21,25)/t12-,13-,15-/m0/s1

Standard InChI Key:  DWSAWVUZVYLTJB-YDHLFZDLSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
    8.8329  -17.3957    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.3769  -16.1158    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907  -15.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8043  -16.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5181  -15.7013    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8043  -16.9407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3769  -16.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6589  -17.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907  -17.3510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9061  -17.0232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3555  -17.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7701  -18.3489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5767  -18.1765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5353  -17.5485    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2714  -16.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4460  -16.8398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2310  -17.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907  -14.8764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8082  -14.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8086  -13.6435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0937  -13.2303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3771  -13.6472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3802  -14.4698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6014  -14.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4078  -14.7061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8228  -15.4191    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
  3 18  1  1
 16  1  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
  5 24  1  0
 15  5  1  0
 15 26  1  0
 24 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3947560

   ---

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: 358.40

Molecular Weight (Monoisotopic): 358.1641

AlogP: -0.40

#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: 11.28

CX Basic pKa: ┄

CX LogP: -1.13

CX LogD: -1.13

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -0.66

References

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

Source

Source(1):

• Patent Bioactivity Data