(E)-2-Methoxy-4-[3-(3-(nitrooxy)propoxy)-3-oxoprop-1-en-1-yl]phenyl [(5-(4-(2-(methyl(pyridin-2-yl)amino)ethoxy)benzyl)-2,4-dioxo-3-thiazolidinyl)methyl]succinate

ID: ALA4531734

PubChem CID: 155546503

Max Phase: Preclinical

Molecular Formula: C36H38N4O13S

Molecular Weight: 766.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)OCCCO[N+](=O)[O-])ccc1OC(=O)CCC(=O)OCN1C(=O)SC(Cc2ccc(OCCN(C)c3ccccn3)cc2)C1=O

Standard InChI:  InChI=1S/C36H38N4O13S/c1-38(31-6-3-4-17-37-31)18-21-49-27-11-7-26(8-12-27)23-30-35(44)39(36(45)54-30)24-51-33(42)15-16-34(43)53-28-13-9-25(22-29(28)48-2)10-14-32(41)50-19-5-20-52-40(46)47/h3-4,6-14,17,22,30H,5,15-16,18-21,23-24H2,1-2H3/b14-10+

Standard InChI Key:  YNCIWOLEKSCZGR-GXDHUFHOSA-N

Molfile:  

 
     RDKit          2D

 54 57  0  0  0  0  0  0  0  0999 V2000
    6.8017  -17.4045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2103  -18.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010  -17.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6655  -18.7252    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.9184  -18.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888  -24.5529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789  -24.9615    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0316  -18.1928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888  -23.7316    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3902  -17.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086  -18.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086  -19.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086  -21.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987  -20.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267  -20.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267  -20.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987  -20.8549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2086  -22.0889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987  -22.4975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987  -23.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987  -24.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789  -25.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789  -23.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4987  -25.7828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7888  -26.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7975  -16.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5032  -16.1752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2049  -16.5832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2024  -17.4004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9139  -16.1768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6203  -16.5876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3293  -16.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0358  -16.5919    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3318  -15.3640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0332  -17.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3218  -17.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3189  -18.6289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0259  -19.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7372  -18.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7366  -17.8146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4440  -17.4055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1520  -17.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0245  -19.8576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3161  -20.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3146  -21.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6062  -21.4895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0216  -21.4920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0202  -22.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7272  -22.7190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7258  -23.5362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4328  -23.9461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4313  -24.7633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1363  -25.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7209  -25.1745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  9  1  0
  7  6  2  0
  8  2  2  0
  9 20  1  0
 10  3  2  0
 11  5  1  0
 12 11  1  0
 13 16  2  0
 14 12  1  0
 15 12  2  0
 16 15  1  0
 17 14  2  0
 18 13  1  0
 19 18  1  0
 20 19  1  0
 21  6  1  0
 22  7  1  0
 23  9  1  0
 24 21  2  0
 25 24  1  0
  4  5  1  0
 13 17  1  0
 25 22  2  0
  1 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  2  0
 33 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 35  1  0
 40 41  1  0
 41 42  1  0
 38 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 45 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
M  CHG  2  52   1  54  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4531734

   ---

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: 766.78

Molecular Weight (Monoisotopic): 766.2156

AlogP: 4.25

#Rotatable Bonds: 21

Polar Surface Area: 203.24

Molecular Species: NEUTRAL

HBA: 16

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 6.46

CX LogP: 5.24

CX LogD: 5.20

Aromatic Rings: 3

Heavy Atoms: 54

QED Weighted: 0.04

Np Likeness Score: -0.60

References

1. Liu J, Huang Z, Ma W, Peng S, Li Y, Miranda KM, Tian J, Zhang Y..  (2019)  Design and synthesis of rosiglitazone-ferulic acid-nitric oxide donor trihybrids for improving glucose tolerance.,  162  [PMID:30481687] [10.1016/j.ejmech.2018.10.006]

Source

Source(1):

• Scientific Literature