3-(((2-(2-(2-((Rutaecarpin-3-yl)oxy)ethoxy)ethoxy)ethyl)amino)methyl)-4-phenyl-1,2,5-oxadiazole-2-oxide

ID: ALA4549222

PubChem CID: 155549411

Max Phase: Preclinical

Molecular Formula: C33H32N6O6

Molecular Weight: 608.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1c2cc(OCCOCCOCCNCc3c(-c4ccccc4)no[n+]3[O-])ccc2nc2n1CCc1c-2[nH]c2ccccc12

Standard InChI:  InChI=1S/C33H32N6O6/c40-33-26-20-23(10-11-28(26)36-32-31-25(12-14-38(32)33)24-8-4-5-9-27(24)35-31)44-19-18-43-17-16-42-15-13-34-21-29-30(37-45-39(29)41)22-6-2-1-3-7-22/h1-11,20,34-35H,12-19,21H2

Standard InChI Key:  UPYYJQUBVNHXTD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 45 51  0  0  0  0  0  0  0  0999 V2000
   25.3594   -7.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3586   -6.1869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6499   -7.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6504   -8.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3591   -8.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0687   -8.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0647   -7.4078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6470   -5.7787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9652   -5.6420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6331   -4.8932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8184   -4.9778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2724   -4.3697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7358   -5.7928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4438   -6.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1535   -5.7923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1506   -4.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7369   -4.9733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4434   -4.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4442   -3.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0311   -4.5694    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1528   -3.3483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0335   -3.7524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7427   -3.3459    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7453   -2.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0403   -2.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3268   -3.3460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3345   -2.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5457   -3.5916    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0705   -2.9247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5577   -2.2697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2340   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4232   -1.4288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9373   -2.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2637   -2.8334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8618   -6.1998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5689   -5.7901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2772   -6.1976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9843   -5.7879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6927   -6.1954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3997   -5.7857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1081   -6.1932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8151   -5.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5235   -6.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2306   -5.7812    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9389   -6.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  1  1  0
  8  2  1  0
  2  9  2  0
  9 10  1  0
 10 11  1  0
 11  8  2  0
 11 12  1  0
 17 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 18  2  0
 17 18  1  0
 17 20  1  0
 18 19  1  0
 19 23  1  0
 22 20  2  0
 19 21  2  0
 22 23  1  0
 22 26  1  0
 23 24  1  0
 24 25  1  0
 25 27  1  0
 26 27  2  0
 27 30  1  0
 29 28  1  0
 28 26  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 15 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45  8  1  0
M  CHG  2  11   1  12  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4549222

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 608.66

Molecular Weight (Monoisotopic): 608.2383

AlogP: 3.59

#Rotatable Bonds: 13

Polar Surface Area: 143.37

Molecular Species: NEUTRAL

HBA: 10

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 12

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.44

CX Basic pKa: 5.98

CX LogP: 1.44

CX LogD: 1.42

Aromatic Rings: 6

Heavy Atoms: 45

QED Weighted: 0.15

Np Likeness Score: -0.55

References

1. Ma J, Chen L, Fan J, Cao W, Zeng G, Wang Y, Li Y, Zhou Y, Deng X..  (2019)  Dual-targeting Rutaecarpine-NO donor hybrids as novel anti-hypertensive agents by promoting release of CGRP.,  168  [PMID:30818175] [10.1016/j.ejmech.2019.02.037]

Source

Source(1):

• Scientific Literature