ethyl 2-(4-(4-chlorophenoxy)phenoxy)ethylcarbamate

ID: ALA2268832

PubChem CID: 19881385

Max Phase: Preclinical

Molecular Formula: C17H18ClNO4

Molecular Weight: 335.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)NCCOc1ccc(Oc2ccc(Cl)cc2)cc1

Standard InChI:  InChI=1S/C17H18ClNO4/c1-2-21-17(20)19-11-12-22-14-7-9-16(10-8-14)23-15-5-3-13(18)4-6-15/h3-10H,2,11-12H2,1H3,(H,19,20)

Standard InChI Key:  XZFYFRNAOMLGAZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   10.0374   -1.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8528   -1.8681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2597   -1.1636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8523   -0.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0338   -0.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6306   -1.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0769   -1.1638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4853   -1.8716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0742   -2.5768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4820   -3.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3000   -3.2848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7086   -2.5722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2985   -1.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7094   -3.9921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5266   -3.9912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9359   -4.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7531   -4.6976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1610   -3.9894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9782   -3.9885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7516   -3.2821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3860   -3.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2032   -3.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8134   -1.1678    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  3  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  1  0
 21 22  1  0
  6 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2268832

   2-[p-(p-Chlorophenoxy)phenoxy]ethylcarbamic acid ethyl ester

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: 335.79

Molecular Weight (Monoisotopic): 335.0924

AlogP: 4.26

#Rotatable Bonds: 7

Polar Surface Area: 56.79

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.90

CX Basic pKa: ┄

CX LogP: 3.92

CX LogD: 3.92

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.77

Np Likeness Score: -1.06

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