(S)-2-((S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxamido)-3-phenylpropanoic acid

ID: ALA4528493

Cas Number: 52071-65-5

PubChem CID: 7019898

Product Number: B344987, Order Now?

Max Phase: Preclinical

Molecular Formula: C19H26N2O5

Molecular Weight: 362.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccccc1)C(=O)O

Standard InChI:  InChI=1S/C19H26N2O5/c1-19(2,3)26-18(25)21-11-7-10-15(21)16(22)20-14(17(23)24)12-13-8-5-4-6-9-13/h4-6,8-9,14-15H,7,10-12H2,1-3H3,(H,20,22)(H,23,24)/t14-,15-/m0/s1

Standard InChI Key:  JYOQCCFYSJPSLC-GJZGRUSLSA-N

Molfile:  

 
     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
    5.1158  -24.1279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9407  -24.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1963  -23.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5262  -22.8551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8603  -23.3436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3945  -24.5383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6828  -24.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3877  -25.3633    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9644  -24.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2528  -24.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9577  -25.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2470  -24.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6497  -24.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3621  -24.1305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6425  -25.3674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0756  -24.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7920  -24.1357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0725  -25.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7860  -25.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5056  -24.5529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7952  -23.3108    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7789  -26.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4916  -27.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2091  -26.6132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2096  -25.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4963  -25.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  1  6  1  0
  6  7  1  0
  6  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  9 12  1  0
  2 13  1  1
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  1  0
 16 18  1  6
 18 19  1  0
 17 20  1  0
 17 21  2  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4528493

   Boc-Pro-Phe-OH

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 362.43

Molecular Weight (Monoisotopic): 362.1842

AlogP: 2.20

#Rotatable Bonds: 5

Polar Surface Area: 95.94

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.60

CX Basic pKa: ┄

CX LogP: 2.31

CX LogD: -1.04

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -0.64

References

1. Kaur B, Kaur M, Kaur N, Garg S, Bhatti R, Singh P..  (2019)  Engineered Substrate for Cyclooxygenase-2: A Pentapeptide Isoconformational to Arachidonic Acid for Managing Inflammation.,  62  (13): [PMID:31244108] [10.1021/acs.jmedchem.9b00823]

Source

Source(1):

• Scientific Literature