(Z)-Ethyl 2-(5-(3-(1H-Tetrazol-5-yl)benzylidene)-2,4-dioxothiazolidin-3-yl)acetate

ID: ALA4551494

PubChem CID: 155555116

Max Phase: Preclinical

Molecular Formula: C15H13N5O4S

Molecular Weight: 359.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCOC(=O)CN1C(=O)S/C(=C\c2cccc(-c3nnn[nH]3)c2)C1=O

Standard InChI:  InChI=1S/C15H13N5O4S/c1-2-24-12(21)8-20-14(22)11(25-15(20)23)7-9-4-3-5-10(6-9)13-16-18-19-17-13/h3-7H,2,8H2,1H3,(H,16,17,18,19)/b11-7-

Standard InChI Key:  WRJBSGOPIATYKG-XFFZJAGNSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    8.9037   -5.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7329   -5.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9857   -6.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0697   -6.9844    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2724   -5.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5634   -6.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8543   -5.7571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -6.1699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1452   -6.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8543   -7.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5634   -6.9870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2808   -6.4419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0953   -6.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5796   -7.0212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2452   -7.7685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7295   -8.4359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3951   -9.1832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3941   -6.9372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8722   -7.1551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2066   -7.9024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4398   -5.7576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3530   -4.9451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5533   -4.7766    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1459   -5.4851    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6939   -6.0913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  6 11  1  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 14 18  2  0
 12 19  1  0
  4 19  1  0
 19 20  2  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 21  2  0
  8 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551494

   ---

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: 359.37

Molecular Weight (Monoisotopic): 359.0688

AlogP: 1.47

#Rotatable Bonds: 5

Polar Surface Area: 118.14

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.29

CX Basic pKa: ┄

CX LogP: 1.33

CX LogD: -0.26

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -2.21

References

1. Hansen SW, Erichsen MN, Fu B, Bjørn-Yoshimoto WE, Abrahamsen B, Hansen JC, Jensen AA, Bunch L..  (2016)  Identification of a New Class of Selective Excitatory Amino Acid Transporter Subtype 1 (EAAT1) Inhibitors Followed by a Structure-Activity Relationship Study.,  59  (19): [PMID:27626828] [10.1021/acs.jmedchem.6b01058]

Source

Source(1):

• Scientific Literature