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

ID: ALA4098451

PubChem CID: 137660884

Max Phase: Preclinical

Molecular Formula: C39H42N4O17S

Molecular Weight: 870.84

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)OC(C)CCOc4no[n+]([O-])c4S(=O)(=O)c4ccccc4)CC3)cc(OC)c3c1OCO3)OCO2

Standard InChI: InChI=1S/C39H42N4O17S/c1-23(10-16-53-36-37(43(47)60-40-36)61(48,49)24-8-6-5-7-9-24)59-29(44)20-42-13-11-41(12-14-42)15-17-54-39(46)26-19-28(51-3)33-35(58-22-56-33)31(26)30-25(38(45)52-4)18-27(50-2)32-34(30)57-21-55-32/h5-9,18-19,23H,10-17,20-22H2,1-4H3

Standard InChI Key: ZZPOPWVONSBEEN-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 61 67  0  0  0  0  0  0  0  0999 V2000
   35.7490  -10.5778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4688  -10.9804    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.4576  -10.1556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.8382  -11.7432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5599  -12.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6650  -12.9603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.4750  -13.1172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.8746  -12.3953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3114  -11.7924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2485  -10.7136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8684  -11.2552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.6477  -10.9868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8054  -10.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1777   -9.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4007   -9.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6933  -12.2942    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1261  -12.9837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1242  -14.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8411  -14.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8381  -13.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4093  -14.2196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4056  -13.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6182  -13.1409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1352  -13.8119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6242  -14.4785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1251  -15.4581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4110  -15.8713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0951  -11.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1012  -10.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3832  -10.4878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3840  -11.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8150  -10.4882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8125  -11.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5953  -11.5693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0818  -10.9041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5994  -10.2361    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1024   -9.2479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8175   -8.8365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6695  -11.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9551  -11.3106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6694  -12.5481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9552  -10.4856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5516  -12.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2670  -13.3899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5495  -12.1542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9805  -12.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6960  -13.3863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4094  -12.9720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1226  -13.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8339  -12.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8360  -12.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1208  -11.7366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4032  -12.1490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5511  -11.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2651  -12.1513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9800  -11.7397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2639  -12.9763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6940  -12.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4089  -11.7416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1229  -12.1550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6928  -12.9781    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  4  1  0
 58 61  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: 870.84	Molecular Weight (Monoisotopic): 870.2266	AlogP: 2.24	#Rotatable Bonds: 17
Polar Surface Area: 237.10	Molecular Species: NEUTRAL	HBA: 20	HBD: ┄
#RO5 Violations: 2	HBA (Lipinski): 21	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): 2
CX Acidic pKa: ┄	CX Basic pKa: 6.53	CX LogP: 2.50	CX LogD: 2.45
Aromatic Rings: 4	Heavy Atoms: 61	QED Weighted: 0.08	Np Likeness Score: -0.45

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-[1-methyl-3-(3-phenylsulfonyl-1,2,5-oxadiazole-2-oxide-4)-oxy]propoxy}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