(S)-2-(ethoxycarbonyl)phenyl 5-oxopyrrolidine-2-carboxylate

ID: ALA4250178

PubChem CID: 145985596

Max Phase: Preclinical

Molecular Formula: C14H15NO5

Molecular Weight: 277.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)c1ccccc1OC(=O)[C@@H]1CCC(=O)N1

Standard InChI:  InChI=1S/C14H15NO5/c1-2-19-13(17)9-5-3-4-6-11(9)20-14(18)10-7-8-12(16)15-10/h3-6,10H,2,7-8H2,1H3,(H,15,16)/t10-/m0/s1

Standard InChI Key:  KITXIKPXSOTLJB-JTQLQIEISA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   15.5968  -13.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4140  -13.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6683  -12.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0054  -11.7543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3466  -12.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5693  -11.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3715  -11.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0836  -12.2214    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3627  -11.0114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0923  -13.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3859  -13.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3943  -14.2666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1068  -14.6684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8124  -14.2479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8006  -13.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5020  -13.0137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2158  -13.4115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4897  -12.1966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9173  -12.9923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6311  -13.3902    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
  5  6  2  0
  3  7  1  6
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 17 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4250178

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 277.28

Molecular Weight (Monoisotopic): 277.0950

AlogP: 1.05

#Rotatable Bonds: 4

Polar Surface Area: 81.70

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.56

CX Basic pKa: ┄

CX LogP: 1.27

CX LogD: 1.27

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.66

Np Likeness Score: -0.40

References

1. Gang FL, Zhu F, Li XT, Wei JL, Wu WJ, Zhang JW..  (2018)  Synthesis and bioactivities evaluation of l-pyroglutamic acid analogues from natural product lead.,  26  (16): [PMID:30119995] [10.1016/j.bmc.2018.07.041]

Source

Source(1):

• Scientific Literature