tert-Butyl 7-(4-chlorophenyl)-3-methyl-5-oxo-2-phenyl-2,3,7,8-tetrahydro-3,8a-epidioxypyrano[3,2-c]pyridine-6(5H)-carboxylate

ID: ALA2435142

PubChem CID: 73352430

Max Phase: Preclinical

Molecular Formula: C26H26ClNO6

Molecular Weight: 483.95

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1C(=O)C2=C[C@@]3(C)OO[C@]2(CC1c1ccc(Cl)cc1)OC3c1ccccc1

Standard InChI:  InChI=1S/C26H26ClNO6/c1-24(2,3)32-23(30)28-20(16-10-12-18(27)13-11-16)15-26-19(22(28)29)14-25(4,33-34-26)21(31-26)17-8-6-5-7-9-17/h5-14,20-21H,15H2,1-4H3/t20?,21?,25-,26+/m1/s1

Standard InChI Key:  LNSNEALHJNLODO-IEZXYYGGSA-N

Molfile:  

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   33.7744  -21.0501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0550  -20.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9847  -22.2244    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   28.0620  -19.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0642  -18.6071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   27.3742  -18.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.6822  -18.6034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2435142

   tert-butyl (1S,8R)-3-(4-chlorophenyl)-8-methyl-5-oxo-12-phenyl-9,10,11-trioxa-4-azatricyclo[6.2.2.01,6]dodec-6-ene-4-carboxylate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 483.95

Molecular Weight (Monoisotopic): 483.1449

AlogP: 5.66

#Rotatable Bonds: 2

Polar Surface Area: 74.30

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.13

CX LogD: 6.13

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.51

Np Likeness Score: 0.40

References

1. Hossain MI, Świtalska M, Peng W, Takashima M, Wang N, Kaiser M, Wietrzyk J, Dan S, Yamori T, Inokuchi T..  (2013)  Design, synthesis, and in vitro cancer cell growth inhibition evaluation and antimalarial testing of trioxanes installed in cyclic 2-enoate substructures.,  69  [PMID:24056020] [10.1016/j.ejmech.2013.08.008]

Source

Source(1):

• Scientific Literature