4,4'-Dimethoxy-5,6,5',6'-dimethylenedioxy-2-methoxycarbonyl-2'-{2-(4-{2-one-2-{2-[(3-phenylsulfonyl-1,2,5-oxadiazole-2-oxide-4)-oxyethyl]oxy}ethoxy}ethyl)piperazin-1-yl}ethoxycarbonyl Biphenyl

ID: ALA4071419

PubChem CID: 137639881

Max Phase: Preclinical

Molecular Formula: C39H42N4O18S

Molecular Weight: 886.84

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Canonical SMILES: COC(=O)c1cc(OC)c2c(c1-c1c(C(=O)OCCN3CCN(CC(=O)OCCOCCOc4no[n+]([O-])c4S(=O)(=O)c4ccccc4)CC3)cc(OC)c3c1OCO3)OCO2

Standard InChI: InChI=1S/C39H42N4O18S/c1-50-27-19-25(38(45)52-3)30(34-32(27)57-22-59-34)31-26(20-28(51-2)33-35(31)60-23-58-33)39(46)56-14-13-41-9-11-42(12-10-41)21-29(44)54-17-15-53-16-18-55-36-37(43(47)61-40-36)62(48,49)24-7-5-4-6-8-24/h4-8,19-20H,9-18,21-23H2,1-3H3

Standard InChI Key: BLGMYAFKUIENOC-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 62 68  0  0  0  0  0  0  0  0999 V2000
   35.5607   -2.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2448   -2.9642    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.3018   -2.1414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5565   -3.5896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2428   -4.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2798   -4.8708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0740   -5.0943    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5320   -4.4080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.0206   -3.7606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0438   -2.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6167   -3.3539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4156   -3.1511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6399   -2.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0591   -1.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2624   -1.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3563   -4.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4178   -4.8297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4160   -6.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1329   -6.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1300   -5.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7011   -6.0655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6973   -5.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9100   -4.9868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4270   -5.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9159   -6.3245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4168   -7.3041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7029   -7.7174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3868   -3.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3930   -1.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6749   -2.3338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6758   -3.1566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1067   -2.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1042   -3.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8870   -3.4153    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3735   -2.7501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8913   -2.0821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3942   -1.0938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1093   -0.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9613   -3.5690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2469   -3.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9613   -4.3940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2469   -2.3315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8434   -4.8251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5589   -5.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8413   -4.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2723   -4.8216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9878   -5.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7012   -4.8180    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4144   -5.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1257   -4.8208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1279   -3.9955    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.4126   -3.5826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6950   -3.9950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8429   -3.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5568   -3.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2718   -3.5857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5557   -4.8223    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9857   -3.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7007   -3.5875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4146   -4.0009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.1297   -3.5893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8436   -4.0027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9  2  1  0
  2 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
  8 16  1  0
 17 22  2  0
 21 18  2  0
 18 19  1  0
 19 20  2  0
 20 17  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 21  1  0
 18 26  1  0
 26 27  1  0
 28 33  2  0
 32 29  2  0
 29 30  1  0
 30 31  2  0
 31 28  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 32  1  0
 29 37  1  0
 37 38  1  0
 17 28  1  0
 31 39  1  0
 39 40  1  0
 39 41  2  0
 40 42  1  0
 20 43  1  0
 43 44  1  0
 43 45  2  0
 44 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 48 53  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 51 54  1  0
 54 55  1  0
 55 56  1  0
 55 57  2  0
 56 58  1  0
 58 59  1  0
 59 60  1  0
 60 61  1  0
 61 62  1  0
 62  4  1  0
M  CHG  2   8   1  16  -1
M  END

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

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: 886.84	Molecular Weight (Monoisotopic): 886.2215	AlogP: 1.48	#Rotatable Bonds: 19
Polar Surface Area: 246.33	Molecular Species: NEUTRAL	HBA: 21	HBD: ┄
#RO5 Violations: 2	HBA (Lipinski): 22	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): 2
CX Acidic pKa: ┄	CX Basic pKa: 6.52	CX LogP: 1.87	CX LogD: 1.82
Aromatic Rings: 4	Heavy Atoms: 62	QED Weighted: 0.06	Np Likeness Score: -0.59

References

1. Gu X, Huang Z, Ren Z, Tang X, Xue R, Luo X, Peng S, Peng H, Lu B, Tian J, Zhang Y.. (2017) Potent Inhibition of Nitric Oxide-Releasing Bifendate Derivatives against Drug-Resistant K562/A02 Cells in Vitro and in Vivo., 60 (3): [PMID:28068095] [10.1021/acs.jmedchem.6b01075]

4,4'-Dimethoxy-5,6,5',6'-dimethylenedioxy-2-methoxycarbonyl-2'-{2-(4-{2-one-2-{2-[(3-phenylsulfonyl-1,2,5-oxadiazole-2-oxide-4)-oxyethyl]oxy}ethoxy}ethyl)piperazin-1-yl}ethoxycarbonyl Biphenyl

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source