(R)-(+)-2-[[[3-(Morpholinomethyl)-2H-chromen-8-yl]oxy]-methyl]morpholine methanesulfonate

ID: ALA1744087

Cas Number: 205242-62-2

PubChem CID: 9955014

Max Phase: Preclinical

Molecular Formula: C20H30N2O7S

Molecular Weight: 346.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C1=C(CN2CCOCC2)COc2c1cccc2OC[C@H]1CNCCO1.CS(=O)(=O)O

Standard InChI:  InChI=1S/C19H26N2O4.CH4O3S/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;1-5(2,3)4/h1-3,10,17,20H,4-9,11-14H2;1H3,(H,2,3,4)/t17-;/m1./s1

Standard InChI Key:  JDFGAOJLDPTWBF-UNTBIKODSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
    5.2042   -0.8042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9250   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4917   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2042   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4875   -2.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3500   -2.0542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9250   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6375   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -1.2292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750    0.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250    0.4208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417    0.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7792   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0500    0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500   -0.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750   -2.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3500   -1.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625   -2.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -2.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125   -0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0625   -1.2250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9125    0.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7750   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0667   -0.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -4.1167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -4.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -3.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -4.5292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -3.7000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  8  1  0
  3  1  1  0
  4  2  2  0
  5  3  1  0
  6  9  1  0
  7  3  2  0
  8  1  1  0
  9  2  1  0
 10 16  1  0
 11  7  1  0
 12 13  1  0
 13 15  1  1
 14 24  1  0
 15 11  1  0
 16 13  1  0
 17  5  2  0
 18  6  1  0
 19  6  1  0
 20 22  2  0
 21 10  1  0
 22  7  1  0
 23 12  1  0
 24 19  1  0
 25 18  1  0
  5  4  1  0
 17 20  1  0
 25 14  1  0
 23 21  1  0
 27 26  2  0
 28 26  2  0
 29 26  1  0
 30 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