SID99361120

ID: ALA2362707

PubChem CID: 46904974

Max Phase: Preclinical

Molecular Formula: C17H19N3O7

Molecular Weight: 377.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)NCCc1onc(-c2ccc([N+](=O)[O-])cc2)c1C(=O)O

Standard InChI:  InChI=1S/C17H19N3O7/c1-17(2,3)26-16(23)18-9-8-12-13(15(21)22)14(19-27-12)10-4-6-11(7-5-10)20(24)25/h4-7H,8-9H2,1-3H3,(H,18,23)(H,21,22)

Standard InChI Key:  OAHZUIDVFHSSDG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
    4.2010   -3.2956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3963    0.9614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3615    1.3842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1870   -3.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6024    2.6977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6387    0.8962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2021   -5.2235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7343   -2.9815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6003    1.4977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8153   -2.9121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9511   -0.8815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5987   -1.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9531   -1.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2567    0.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4437   -1.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990    0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2990   -0.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3222   -3.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6938   -4.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0655   -5.1944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2593   -5.0733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5737   -6.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7674   -6.1676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0
  1 13  1  0
  2 15  2  0
  3 15  1  0
  4 23  1  0
  4 24  1  0
  5  9  1  0
  6  9  2  0
  7 23  2  0
  8 12  2  0
  9 19  1  0
 10 22  1  0
 10 23  1  0
 11 12  1  0
 11 13  2  0
 11 15  1  0
 12 14  1  0
 13 18  1  0
 14 16  2  0
 14 17  1  0
 16 20  1  0
 17 21  2  0
 18 22  1  0
 19 20  2  0
 19 21  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
M  CHG  2   5  -1   9   1
M  END

Alternative Forms

1. Parent:

   

   ALA2362707

   5-[2-[(2-Methylpropan-2-yl)oxycarbonylamino]ethyl]-3-(4-nitrophenyl)-1,2-oxazole-4-carboxylic acid

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: 377.35

Molecular Weight (Monoisotopic): 377.1223

AlogP: 3.02

#Rotatable Bonds: 6

Polar Surface Area: 144.80

Molecular Species: ACID

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.22

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: -0.88

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.58

Np Likeness Score: -1.04

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays