N-heptyl-5-methyl-4-nitro-N-m-tolylisoxazole-3-carboxamide

ID: ALA4761247

PubChem CID: 162659825

Max Phase: Preclinical

Molecular Formula: C19H25N3O4

Molecular Weight: 359.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCN(C(=O)c1noc(C)c1[N+](=O)[O-])c1cccc(C)c1

Standard InChI:  InChI=1S/C19H25N3O4/c1-4-5-6-7-8-12-21(16-11-9-10-14(2)13-16)19(23)17-18(22(24)25)15(3)26-20-17/h9-11,13H,4-8,12H2,1-3H3

Standard InChI Key:  DCNKDQOZMJFEQN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   13.8501  -14.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5645  -14.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1356  -14.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2790  -14.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9935  -14.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7079  -14.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4225  -14.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1370  -14.4126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.8514  -14.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5659  -14.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8514  -13.1751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1370  -15.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4205  -15.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4201  -16.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1352  -16.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8520  -16.4695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8488  -15.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7054  -16.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6563  -15.2289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4633  -15.4005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8758  -14.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3237  -14.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6963  -14.5997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4946  -13.2614    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.8808  -12.7102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2788  -13.0055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  8 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
 10 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 10  1  0
 21 23  1  0
 24 25  2  0
 24 26  1  0
 22 24  1  0
M  CHG  2  24   1  26  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4761247

   ---

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: 359.43

Molecular Weight (Monoisotopic): 359.1845

AlogP: 4.82

#Rotatable Bonds: 9

Polar Surface Area: 89.48

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.99

CX LogD: 4.99

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.36

Np Likeness Score: -1.68

References

1. Eaton JK,Furst L,Cai LL,Viswanathan VS,Schreiber SL.  (2020)  Structure-activity relationships of GPX4 inhibitor warheads.,  30  (23.0): [PMID:32920142] [10.1016/j.bmcl.2020.127538]

Source

Source(1):

• Scientific Literature