N-(3-methoxy-4-(pent-2-ynyloxy)phenethyl)-2-(methylsulfonamido)acetamide

ID: ALA2287032

PubChem CID: 11291595

Max Phase: Preclinical

Molecular Formula: C17H24N2O5S

Molecular Weight: 368.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC#CCOc1ccc(CCNC(=O)CNS(C)(=O)=O)cc1OC

Standard InChI:  InChI=1S/C17H24N2O5S/c1-4-5-6-11-24-15-8-7-14(12-16(15)23-2)9-10-18-17(20)13-19-25(3,21)22/h7-8,12,19H,4,9-11,13H2,1-3H3,(H,18,20)

Standard InChI Key:  PBSQLMXYGSWRBV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
    2.9840   -3.0253    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.6917   -2.6167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2763   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5713   -3.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3885   -3.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3994   -3.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8148   -3.0253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1071   -1.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5225   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2302   -3.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9379   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6446   -3.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3518   -2.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3522   -1.8033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6395   -1.3949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9352   -1.8051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0593   -3.0303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0589   -3.8475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0594   -1.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7676   -1.8014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4748   -1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1795   -0.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8852   -0.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5952   -0.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  1  4  2  0
  1  5  2  0
  2  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 14 18  1  0
 18 19  1  0
 15 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  3  0
 23 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2287032

   2-(methanesulfonamido)-N-[2-(3-methoxy-4-pent-2-ynoxyphenyl)ethyl]acetamide

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: 368.46

Molecular Weight (Monoisotopic): 368.1406

AlogP: 0.70

#Rotatable Bonds: 9

Polar Surface Area: 93.73

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.16

CX Basic pKa: ┄

CX LogP: 0.79

CX LogD: 0.79

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.63

Np Likeness Score: -1.00

References

1. Lamberth C.  (2010)  Amino acid chemistry in crop protection,  66  (36): [10.1016/j.tet.2010.06.008]

Source

Source(1):

• Scientific Literature