(S)-methyl 1-(2-((S)-2-(benzyloxycarbonylamino)propanamido)acetyl)pyrrolidine-2-carboxylate

ID: ALA4529874

PubChem CID: 155545723

Max Phase: Preclinical

Molecular Formula: C19H25N3O6

Molecular Weight: 391.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@H](C)NC(=O)OCc1ccccc1

Standard InChI:  InChI=1S/C19H25N3O6/c1-13(21-19(26)28-12-14-7-4-3-5-8-14)17(24)20-11-16(23)22-10-6-9-15(22)18(25)27-2/h3-5,7-8,13,15H,6,9-12H2,1-2H3,(H,20,24)(H,21,26)/t13-,15-/m0/s1

Standard InChI Key:  YMPKIQOJDRNKEG-ZFWWWQNUSA-N

Molfile:  

 
     RDKit          2D

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    2.3814  -11.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3773  -10.6936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6758  -11.9230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0912  -11.9159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0953  -12.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0333  -10.2063    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7768   -9.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9596   -9.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111  -10.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7228  -10.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7232  -11.4283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4426  -10.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1506  -10.6104    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8581  -10.2014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5660  -10.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8576   -9.3842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5664  -11.4268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2735  -10.2007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9814  -10.6089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6889  -10.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9818  -11.4261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3968  -10.6082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1043  -10.1992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8106  -10.6107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5176  -10.2024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5176   -9.3844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8047   -8.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1006   -9.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  1  3  2  0
  1  4  1  0
  4  5  1  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  2  1  0
  6 10  1  0
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 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  1
 15 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529874

   ---

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: 391.42

Molecular Weight (Monoisotopic): 391.1743

AlogP: 0.58

#Rotatable Bonds: 7

Polar Surface Area: 114.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.43

CX Basic pKa: ┄

CX LogP: 0.36

CX LogD: 0.36

Aromatic Rings: 1

Heavy Atoms: 28

QED Weighted: 0.66

Np Likeness Score: -0.93

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