SID131442359

ID: ALA3184317

PubChem CID: 54645986

Max Phase: Preclinical

Molecular Formula: C20H28N2O5

Molecular Weight: 376.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN(C)c1ccc2c(c1)[C@@H]1C[C@@H](CC(=O)N3CCOCC3)O[C@@H](CO)[C@@H]1O2

Standard InChI:  InChI=1S/C20H28N2O5/c1-21(2)13-3-4-17-15(9-13)16-10-14(26-18(12-23)20(16)27-17)11-19(24)22-5-7-25-8-6-22/h3-4,9,14,16,18,20,23H,5-8,10-12H2,1-2H3/t14-,16-,18-,20+/m0/s1

Standard InChI Key:  DDTRWXBYMDYHEQ-PFSLXQJOSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  1  0  0  0  0  0999 V2000
    0.1215   -2.3175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1479   -1.3910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988   -3.4018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831    0.9629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8462    2.6306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2021    0.0067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7421    1.4044    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5340   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7889   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2910   -1.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5460   -1.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5959   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0860   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8930   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8431   -0.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530   -2.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501   -0.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9050   -1.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4450    0.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8508   -2.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1901    0.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4871    2.1891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5491    1.2329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9471    0.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0091   -0.1648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392    2.8021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1011    1.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  9  1  1  6
  1 11  1  0
  2 12  1  0
  2 14  1  0
  3 20  1  0
  4 21  2  0
  5 26  1  0
  5 27  1  0
  6 17  1  0
  6 24  1  0
  6 25  1  0
  7 21  1  0
  7 22  1  0
  7 23  1  0
  8  9  1  0
  8 10  1  0
  8 13  1  6
  9 12  1  0
 10 11  1  0
 10 15  2  0
 11 16  2  0
 12 20  1  1
 13 14  1  0
 14 19  1  1
 15 17  1  0
 16 18  1  0
 17 18  2  0
 19 21  1  0
 22 26  1  0
 23 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3184317

   2-[(1S,3S,4aS,9aR)-6-(dimethylamino)-1-(hydroxymethyl)-3,4,4a,9a-tetrahydro-1H-pyrano[3,4-b]benzofuran-3-yl]-1-(4-morpholinyl)ethanone

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: 376.45

Molecular Weight (Monoisotopic): 376.1998

AlogP: 1.00

#Rotatable Bonds: 4

Polar Surface Area: 71.47

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.49

CX LogP: 0.43

CX LogD: 0.43

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.85

Np Likeness Score: 0.16

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays