8-(4,5-Dihydro-thiazol-2-ylsulfanyl)-2-[(2,2-dimethyl-cyclopropanecarbonyl)-amino]-oct-2-enoic acid; 0.036M of methylnitrate

ID: ALA1237318

PubChem CID: 52940567

Max Phase: Preclinical

Molecular Formula: C18H29N3O6S2

Molecular Weight: 447.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC1C(=O)N/C(=C\CCCCCSC1=NCCS1)C(=O)O.CO[N+](=O)[O-]

Standard InChI:  InChI=1S/C17H26N2O3S2.CH3NO3/c1-17(2)11-12(17)14(20)19-13(15(21)22)7-5-3-4-6-9-23-16-18-8-10-24-16;1-5-2(3)4/h7,12H,3-6,8-11H2,1-2H3,(H,19,20)(H,21,22);1H3/b13-7-;

Standard InChI Key:  FEYMGOUIAYIASP-QCCGTXRUSA-N

Molfile:  

     RDKit          2D

 29 29  0  0  0  0  0  0  0  0999 V2000
   -0.0589   -6.4232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6423   -7.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244   -7.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0589   -5.5982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3568   -6.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2079    0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5759    0.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9439    0.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9884   -0.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -0.4769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -0.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344   -0.4769    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -1.7144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344   -2.1269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7344   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4489   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8779   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3068   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0213   -2.9519    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7357   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4894   -3.0288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0414   -3.6419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6289   -4.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8220   -4.1848    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0200   -1.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -2.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0200   -0.8894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  2  0
  2  5  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  7 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 22 26  1  0
 14 27  1  0
 27 28  2  0
 27 29  1  0
M  CHG  2   1   1   3  -1
M  END

Alternative Forms

1. Parent:

   

   ALA1237318

   (Z)-8-(4,5-dihydro-1,3-thiazol-2-ylsulfanyl)-2-[(2,2-dimethylcyclopropanecarbonyl)amino]oct-2-enoic acid;methyl nitrate

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: 447.58

Molecular Weight (Monoisotopic): 447.1498

AlogP: ┄

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#RO5 Violations (Lipinski): ┄

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Np Likeness Score: ┄

References

1. Graham DW, Ashton WT, Barash L, Brown JE, Brown RD, Canning LF, Chen A, Springer JP, Rogers EF..  (1987)  Inhibition of the mammalian beta-lactamase renal dipeptidase (dehydropeptidase-I) by (Z)-2-(acylamino)-3-substituted-propenoic acids.,  30  (6): [PMID:3495664] [10.1021/jm00389a018]

Source

Source(1):

• Scientific Literature