bis(2,2,2-trichloroethyl) (((2S,2aS,4aS,6S,6aS)-2,6-dimethylhexahydro-1,3,5-trioxa-2a1-azacyclopenta[cd]pentalene-2,6-diyl)bis(methylene))dicarbamate

ID: ALA5279206

Max Phase: Preclinical

Molecular Formula: C16H21Cl6N3O7

Molecular Weight: 580.08

Names and Identifiers

Canonical SMILES:  C[C@@]1(CNC(=O)OCC(Cl)(Cl)Cl)O[C@H]2CO[C@@H]3N2[C@H]1O[C@@]3(C)CNC(=O)OCC(Cl)(Cl)Cl

Standard InChI:  InChI=1S/C16H21Cl6N3O7/c1-13(4-23-11(26)29-6-15(17,18)19)9-25-8(3-28-9)31-14(2,10(25)32-13)5-24-12(27)30-7-16(20,21)22/h8-10H,3-7H2,1-2H3,(H,23,26)(H,24,27)/t8-,9-,10-,13-,14-/m0/s1

Standard InChI Key:  MRDYGPHQOIFTTP-DSDXBANLSA-N

Molfile:  

 
     RDKit          2D

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    4.6004   -2.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3869   -2.8942    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -3.6495    0.0151    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.3620    0.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8129    1.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4296   -0.2515    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7927   -1.9486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1838    0.3961    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.1389   -1.4693    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
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  9 22  1  1
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 26 27  2  0
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 31 32  1  0
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 30 33  1  0
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  5 34  1  0
  2 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279206

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 580.08

Molecular Weight (Monoisotopic): 576.9511

AlogP: 3.07

#Rotatable Bonds: 6

Polar Surface Area: 107.59

Molecular Species: NEUTRAL

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.00

CX Basic pKa: ┄

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: ┄

Heavy Atoms: 32

QED Weighted: 0.46

Np Likeness Score: 0.21

References

1. Amezawa M, Yamamoto N, Nagumo Y, Kutsumura N, Ishikawa Y, Yanagisawa M, Nagase H, Saitoh T..  (2023)  Design and synthesis of novel orexin 2 receptor agonists with a 1,3,5‑trioxazatriquinane skeleton.,  82  [PMID:36690040] [10.1016/j.bmcl.2023.129151]

Source

Source(1):

• Scientific Literature