1-[(4-Nitrophenyl)carbamoyl]cyclohexyl-2-methylbenzoate

ID: ALA4561108

PubChem CID: 155558658

Max Phase: Preclinical

Molecular Formula: C21H22N2O5

Molecular Weight: 382.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccccc1C(=O)OC1(C(=O)Nc2ccc([N+](=O)[O-])cc2)CCCCC1

Standard InChI:  InChI=1S/C21H22N2O5/c1-15-7-3-4-8-18(15)19(24)28-21(13-5-2-6-14-21)20(25)22-16-9-11-17(12-10-16)23(26)27/h3-4,7-12H,2,5-6,13-14H2,1H3,(H,22,25)

Standard InChI Key:  ZRJVLNFSEJPDDU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   18.4570   -2.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1627   -2.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1582   -1.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4495   -1.0587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7438   -1.4714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7467   -2.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9226   -3.1119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9215   -3.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6295   -4.3404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3392   -3.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3364   -3.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6278   -2.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2116   -4.3432    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2109   -5.1604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5042   -3.9341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0425   -2.6970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7518   -3.1030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7549   -3.9201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1672   -3.0976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8734   -2.6864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5826   -3.0923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8703   -1.8692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5828   -3.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2912   -4.3154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9984   -3.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9926   -3.0827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2837   -2.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8758   -4.3194    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
 23 28  1  0
M  CHG  2  13   1  15  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4561108

   ---

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: 382.42

Molecular Weight (Monoisotopic): 382.1529

AlogP: 4.40

#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: 5.37

CX LogD: 5.37

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.47

Np Likeness Score: -0.70

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