4,4'-Dimethoxy-5,6,5',6'-dimethylenedioxy-2-methoxycarbonyl-2'-{{N-(2-one-2-[3-(3-phenylsulfonyl-1,2,5-oxadiazole-2-oxide-4)-oxy]propoxy)ethyl}piperidyl-4}oxycarbonyl Biphenyl

ID: ALA4087068

PubChem CID: 137643180

Max Phase: Preclinical

Molecular Formula: C37H37N3O17S

Molecular Weight: 827.77

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)OC3CCN(CC(=O)OCCCOc4no[n+]([O-])c4S(=O)(=O)c4ccccc4)CC3)cc(OC)c3c1OCO3)OCO2

Standard InChI: InChI=1S/C37H37N3O17S/c1-47-25-16-23(36(42)49-3)28(32-30(25)52-19-54-32)29-24(17-26(48-2)31-33(29)55-20-53-31)37(43)56-21-10-12-39(13-11-21)18-27(41)50-14-7-15-51-34-35(40(44)57-38-34)58(45,46)22-8-5-4-6-9-22/h4-6,8-9,16-17,21H,7,10-15,18-20H2,1-3H3

Standard InChI Key: YEJWZZCSSQCJTN-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 58 64  0  0  0  0  0  0  0  0999 V2000
   11.1476  -15.4235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1518  -14.6063    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.4420  -15.0113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5166  -19.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5148  -21.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2249  -21.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2220  -20.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8066  -21.2005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8029  -20.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230  -20.1321    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5446  -20.7968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289  -21.4570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5156  -22.4273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8084  -22.8367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4859  -18.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4919  -17.0931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7807  -17.5040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7816  -18.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1990  -17.5045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1965  -18.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9719  -18.5753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4538  -17.9165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9761  -17.2547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4932  -16.2759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2015  -15.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0738  -18.7277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3662  -18.3190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0738  -19.5449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3662  -17.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9287  -19.9719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6374  -20.3787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9266  -19.1547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3441  -19.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9703  -20.4957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7352  -20.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8803  -19.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2541  -18.8871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4829  -19.1651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6489  -19.1361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7928  -18.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5614  -18.0541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1681  -17.8048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7053  -17.2497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4739  -16.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6178  -16.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3864  -15.8901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5303  -15.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2653  -14.7287    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1536  -13.9192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3491  -13.7752    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9638  -14.4959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9926  -13.0399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6527  -13.9624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9625  -13.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4618  -12.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6513  -12.6760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3441  -13.4378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8468  -14.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  9  2  0
  8  5  2  0
  5  6  1  0
  6  7  2  0
  7  4  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  8  1  0
  5 13  1  0
 13 14  1  0
 15 20  2  0
 19 16  2  0
 16 17  1  0
 17 18  2  0
 18 15  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
 16 24  1  0
 24 25  1  0
  4 15  1  0
 18 26  1  0
 26 27  1  0
 26 28  2  0
 27 29  1  0
  7 30  1  0
 30 31  1  0
 30 32  2  0
 31 33  1  0
 33 34  1  0
 33 38  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 36 39  1  0
 39 40  1  0
 40 41  1  0
 40 42  2  0
 41 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 51 47  1  0
 50 52  1  0
 51  2  1  0
  2 53  1  0
 53 54  2  0
 54 55  1  0
 55 56  2  0
 56 57  1  0
 57 58  2  0
 58 53  1  0
M  CHG  2  50   1  52  -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: 827.77	Molecular Weight (Monoisotopic): 827.1844	AlogP: 2.70	#Rotatable Bonds: 15
Polar Surface Area: 233.86	Molecular Species: NEUTRAL	HBA: 19	HBD: ┄
#RO5 Violations: 2	HBA (Lipinski): 20	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): 2
CX Acidic pKa: ┄	CX Basic pKa: 6.36	CX LogP: 2.28	CX LogD: 2.25
Aromatic Rings: 4	Heavy Atoms: 58	QED Weighted: 0.07	Np Likeness Score: -0.37

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'-{{N-(2-one-2-[3-(3-phenylsulfonyl-1,2,5-oxadiazole-2-oxide-4)-oxy]propoxy)ethyl}piperidyl-4}oxycarbonyl Biphenyl

Names and Identifiers

Alternative Forms

Associated Targets(Human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source