1-[(4-Nitrophenyl)carbamoyl]cyclohexyl-4-methoxybenzoate

ID: ALA4474493

PubChem CID: 155537248

Max Phase: Preclinical

Molecular Formula: C21H22N2O6

Molecular Weight: 398.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)OC2(C(=O)Nc3ccc([N+](=O)[O-])cc3)CCCCC2)cc1

Standard InChI:  InChI=1S/C21H22N2O6/c1-28-18-11-5-15(6-12-18)19(24)29-21(13-3-2-4-14-21)20(25)22-16-7-9-17(10-8-16)23(26)27/h5-12H,2-4,13-14H2,1H3,(H,22,25)

Standard InChI Key:  ZAEBVBKRPNSOPI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    7.6478  -20.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6432  -19.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9346  -19.4620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2288  -19.8747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2317  -20.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4077  -21.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4065  -22.3347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1146  -22.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8242  -22.3343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8214  -21.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1128  -21.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966  -22.7465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6959  -23.5637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9892  -22.3374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5276  -21.1003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2368  -21.5063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2399  -22.3235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6522  -21.5009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3584  -21.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0676  -21.4956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3553  -20.2725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0678  -22.3129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7763  -22.7187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4834  -22.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4777  -21.4860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7687  -21.0839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1932  -22.7124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8988  -22.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 13 14  2  0
 13 15  1  0
  8 13  1  0
 11 16  1  0
 16 17  1  0
 17  1  1  0
 17 18  2  0
  1 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  2  0
 21 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 21  1  0
 25 28  1  0
 28 29  1  0
M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4474493

   ---

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: 398.42

Molecular Weight (Monoisotopic): 398.1478

AlogP: 4.10

#Rotatable Bonds: 6

Polar Surface Area: 107.77

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: ┄

CX LogP: 4.70

CX LogD: 4.70

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -0.52

References

1. Salah Ayoup M, Wahby Y, Abdel-Hamid H, Ramadan ES, Teleb M, Abu-Serie MM, Noby A..  (2019)  Design, synthesis and biological evaluation of novel α-acyloxy carboxamides via Passerini reaction as caspase 3/7 activators.,  168  [PMID:30826510] [10.1016/j.ejmech.2019.02.051]

Source

Source(1):

• Scientific Literature