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

ID: ALA4531962

PubChem CID: 155546440

Max Phase: Preclinical

Molecular Formula: C14H16N2O5

Molecular Weight: 292.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=COC1(C(=O)Nc2ccc([N+](=O)[O-])cc2)CCCCC1

Standard InChI:  InChI=1S/C14H16N2O5/c17-10-21-14(8-2-1-3-9-14)13(18)15-11-4-6-12(7-5-11)16(19)20/h4-7,10H,1-3,8-9H2,(H,15,18)

Standard InChI Key:  DAYIRMVBKNZYCT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    7.1896   -8.2132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8954   -7.8005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8909   -6.9874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1822   -6.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4764   -6.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4793   -7.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6553   -8.6341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -9.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3622   -9.8626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0719   -9.4532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0690   -8.6305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3604   -8.2253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9442   -9.8655    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9436  -10.6827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2368   -9.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7752   -8.2193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4844   -8.6252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4875   -9.4424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8999   -8.6199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6060   -8.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6029   -7.3914    0.0000 O   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  2  0
M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4531962

   ---

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: 292.29

Molecular Weight (Monoisotopic): 292.1059

AlogP: 2.41

#Rotatable Bonds: 5

Polar Surface Area: 98.54

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.87

CX Basic pKa: ┄

CX LogP: 2.75

CX LogD: 2.75

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.51

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