(S)-2-(R)-Oxiranyl-3-phenyl-propionic acid methyl ester

ID: ALA97740

PubChem CID: 10035887

Max Phase: Preclinical

Molecular Formula: C12H14O3

Molecular Weight: 206.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](Cc1ccccc1)[C@@H]1CO1

Standard InChI:  InChI=1S/C12H14O3/c1-14-12(13)10(11-8-15-11)7-9-5-3-2-4-6-9/h2-6,10-11H,7-8H2,1H3/t10-,11-/m0/s1

Standard InChI Key:  JLQDDBTZSAHWHO-QWRGUYRKSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  1  0  0  0  0  0999 V2000
    0.7167   -5.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -6.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4292   -5.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -5.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292   -6.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -4.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0042   -6.6292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7083   -5.3917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -5.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7083   -4.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792   -4.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3125   -5.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -6.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -4.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -5.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1075   -4.5987    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0408   -6.5954    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  3  1  1  0
  4  1  1  0
  5  3  1  0
  1  6  1  0
  7  4  2  0
  8  4  1  0
  9  6  1  0
 10  8  1  0
 11  9  1  0
 12  9  2  0
 13 12  1  0
 14 11  2  0
 15 13  2  0
  1 16  1  6
  2  5  1  0
 14 15  1  0
  3 17  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA97740

   methyl (2S)-2-[(2R)-oxiran-2-yl]-3-phenylpropanoate

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: 206.24

Molecular Weight (Monoisotopic): 206.0943

AlogP: 1.42

#Rotatable Bonds: 4

Polar Surface Area: 38.83

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.00

CX LogD: 2.00

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.55

Np Likeness Score: 0.66

References

1. Kim DH, Li Z, Lee SS.  (1996)  Peptidyl epoxides as inhibitors of -chymotrypsin: Remarkable change from irreversible to reversible competitive inhibitor as a consequence of the improvement of binding affinity,  6  (23): [10.1016/S0960-894X(96)00536-7]

Source

Source(1):

• Scientific Literature