Ethyl N,N'-Sulfonyl-Bis[2-(4-Phenoxyphenoxy)Ethyl Carbamate]

ID: ALA2268828

PubChem CID: 76334018

Max Phase: Preclinical

Molecular Formula: C34H36N2O10S

Molecular Weight: 664.73

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)N(CCOc1ccc(Oc2ccccc2)cc1)S(=O)(=O)N(CCOc1ccc(Oc2ccccc2)cc1)C(=O)OCC

Standard InChI:  InChI=1S/C34H36N2O10S/c1-3-41-33(37)35(23-25-43-27-15-19-31(20-16-27)45-29-11-7-5-8-12-29)47(39,40)36(34(38)42-4-2)24-26-44-28-17-21-32(22-18-28)46-30-13-9-6-10-14-30/h5-22H,3-4,23-26H2,1-2H3

Standard InChI Key:  VOKRZIMPSUHDSP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 47 50  0  0  0  0  0  0  0  0999 V2000
   27.1365   -9.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4308   -9.9961    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.1411  -10.4010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3059  -13.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1213  -13.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5282  -14.2397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1209  -14.9458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3023  -14.9429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8991  -14.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3454  -14.2395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7538  -13.5317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3428  -12.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7505  -12.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5686  -12.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9772  -12.8310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5671  -13.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9779  -11.4112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7951  -11.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2045  -10.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0217  -10.7057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4295  -11.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2467  -11.4147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0201  -12.1211    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6545  -12.1229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4717  -12.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3059   -6.4605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1213   -6.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5282   -5.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1209   -5.0511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3023   -5.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8991   -5.7590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3454   -5.7574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7538   -6.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3428   -7.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7505   -7.8778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5686   -7.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9772   -7.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5671   -6.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9779   -8.5857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7951   -8.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2045   -9.2921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0217   -9.2912    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4295   -8.5830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2467   -8.5821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0201   -7.8757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6545   -7.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4717   -7.8731    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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  6 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  1  0
 20  2  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 26  1  0
 28 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 33  1  0
 36 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 43 45  2  0
 44 46  1  0
 46 47  1  0
 42  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2268828

   ethyl N-[ethoxycarbonyl-[2-(4-phenoxyphenoxy)ethyl]sulfamoyl]-N-[2-(4-phenoxyphenoxy)ethyl]carbamate

Molecule Features

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: 664.73

Molecular Weight (Monoisotopic): 664.2091

AlogP: 6.89

#Rotatable Bonds: 16

Polar Surface Area: 130.14

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 6.67

CX LogD: 6.67

Aromatic Rings: 4

Heavy Atoms: 47

QED Weighted: 0.12

Np Likeness Score: -0.48

References

1. Ujváry I, Matolcsy G, Bélai I, Szurdoki F, Bauer K, Varjas L, Kramer KJ..  (1996)  Projuvenoids: synthesis and biological evaluation of sulfenylated, sulfinylated, and sulfonylated carbamates.,  32  (3): [PMID:8756313] [10.1002/(sici)1520-6327(1996)32:3/4<659::aid-arch37>3.3.co;2-w]

Source

Source(1):

• Scientific Literature