2-amino-2-oxoethyl 3-((2r,5r)-5-(6-methoxynaphthalen-1-yl)-1,3-dioxan-2-yl)propylcarbamate

ID: ALA4759441

Cas Number: 666860-59-9

PubChem CID: 44482551

Product Number: S646732, Order Now?

Max Phase: Preclinical

Molecular Formula: C21H26N2O6

Molecular Weight: 402.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(cccc2[C@H]2CO[C@H](CCCNC(=O)OCC(N)=O)OC2)c1

Standard InChI:  InChI=1S/C21H26N2O6/c1-26-16-7-8-18-14(10-16)4-2-5-17(18)15-11-27-20(28-12-15)6-3-9-23-21(25)29-13-19(22)24/h2,4-5,7-8,10,15,20H,3,6,9,11-13H2,1H3,(H2,22,24)(H,23,25)/t15-,20-

Standard InChI Key:  OGKKHZMANPWMSD-SGNKCFNYSA-N

Molfile:  

 
     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   21.4731  -17.9620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9032  -18.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9004  -17.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1849  -17.5493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1867  -19.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4720  -18.7894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7591  -19.2019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7599  -20.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4794  -20.4381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1893  -20.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6159  -19.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6153  -20.0254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3262  -20.4367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0425  -20.0266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0432  -19.2007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3276  -18.7849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0466  -20.4416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3310  -20.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7560  -20.4407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4714  -20.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1849  -20.4439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9003  -20.0330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6138  -20.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3293  -20.0361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6120  -21.2720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0428  -20.4502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7582  -20.0392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4717  -20.4534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7600  -19.2144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  2  0
  5  2  2  0
  2  3  1  0
  3  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 11  2  1  1
  8 17  1  0
 17 18  1  0
 14 19  1  6
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759441

   SSR411298

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: 402.45

Molecular Weight (Monoisotopic): 402.1791

AlogP: 2.30

#Rotatable Bonds: 8

Polar Surface Area: 109.11

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.40

CX LogD: 1.40

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -0.34

References

1. Tripathi RKP.  (2020)  A perspective review on fatty acid amide hydrolase (FAAH) inhibitors as potential therapeutic agents.,  188  [PMID:31945644] [10.1016/j.ejmech.2019.111953]

2. Wu YJ, Meanwell NA..  (2021)  Geminal Diheteroatomic Motifs: Some Applications of Acetals, Ketals, and Their Sulfur and Nitrogen Homologues in Medicinal Chemistry and Drug Design.,  64  (14.0): [PMID:34213340] [10.1021/acs.jmedchem.1c00790]

Source

Source(1):

• Scientific Literature