SID47198218

ID: ALA1604073

PubChem CID: 2218409

Max Phase: Preclinical

Molecular Formula: C16H23N3O6

Molecular Weight: 353.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc2c(cc1CN1CCN(CCOCCO)CC1)OCO2

Standard InChI:  InChI=1S/C16H23N3O6/c20-6-8-23-7-5-17-1-3-18(4-2-17)11-13-9-15-16(25-12-24-15)10-14(13)19(21)22/h9-10,20H,1-8,11-12H2

Standard InChI Key:  OHWCXDXMANLNNM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   -1.0797    4.1567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2357    4.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5507    2.7796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362    1.5421    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8796   -0.1079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0230    0.3046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362    2.3671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928    1.1296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638    0.3046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073    2.3671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    2.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928    3.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073    4.0171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928    2.7796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1217    3.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4073    1.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4152    4.9103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783    1.5421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6928    0.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2638    1.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9783   -0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4506   -0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1651    0.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5940    0.3046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3085   -0.1079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0
  1 17  1  0
  2 13  1  0
  2 17  1  0
  3  7  1  0
  4  7  2  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 11  1  0
  8 16  1  0
  8 18  1  0
  8 19  1  0
  9 20  1  0
  9 21  1  0
  9 22  1  0
 10 11  1  0
 10 14  2  0
 10 16  1  0
 11 15  2  0
 12 13  2  0
 12 14  1  0
 13 15  1  0
 18 20  1  0
 19 21  1  0
 22 23  1  0
 24 25  1  0
M  CHG  2   3  -1   7   1
M  END

Alternative Forms

1. Parent:

   

   ALA1604073

   2-(2-{4-[(6-Nitro-1,3-benzodioxol-5-yl)methyl]-1-piperazinyl}ethoxy)ethanol

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: 353.38

Molecular Weight (Monoisotopic): 353.1587

AlogP: 0.45

#Rotatable Bonds: 8

Polar Surface Area: 97.54

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 7.12

CX LogP: 0.59

CX LogD: 0.41

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.41

Np Likeness Score: -1.04

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays