(2R)-1,4-oxazinan-2-ylmethyl 3-(1,4-oxazinan-4-ylmethyl)-2H-8-chromenyl ether: Compound with Oxalate

ID: ALA1201939

PubChem CID: 49859808

Max Phase: Preclinical

Molecular Formula: C21H28N2O8

Molecular Weight: 346.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(CN2CCOCC2)COc2c1cccc2OCC1CNCCO1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C19H26N2O4.C2H2O4/c1-2-16-10-15(12-21-5-8-22-9-6-21)13-25-19(16)18(3-1)24-14-17-11-20-4-7-23-17;3-1(4)2(5)6/h1-3,10,17,20H,4-9,11-14H2;(H,3,4)(H,5,6)

Standard InChI Key:  WREIEFKWCACDCL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
    6.3187    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7312    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5562    0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3187   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7312   -1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4937   -0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -1.0560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290   -0.6435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290    0.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435    0.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3435    1.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290    1.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2001    1.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5144    1.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2289    1.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9434    1.4190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6578    1.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3723    1.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3723    0.5940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6578    0.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9434    0.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5144    0.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2001    0.1815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145    0.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -1.8810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2001   -2.2935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2001   -3.1185    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9145   -3.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290   -3.1185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6290   -2.2935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 17  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25  9  1  0
 25 13  2  0
  7 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 26  1  0
M  END

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: 346.43

Molecular Weight (Monoisotopic): 346.1893

AlogP: 1.16

#Rotatable Bonds: 5

Polar Surface Area: 52.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.20

CX LogP: 0.95

CX LogD: 0.06

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.86

Np Likeness Score: -0.42

References

1. Berg S, Larsson LG, Rényi L, Ross SB, Thorberg SO, Thorell-Svantesson G..  (1998)  (R)-(+)-2-[[[3-(Morpholinomethyl)-2H-chromen-8-yl]oxy]methyl] morpholine methanesulfonate: a new selective rat 5-hydroxytryptamine1B receptor antagonist.,  41  (11): [PMID:9599242] [10.1021/jm970806i]

Source

Source(1):

• Scientific Literature