12-N-(p-Methylcarbonylbenzenesulfonyl)-morpholin-1-yl-matrinic butylamine

ID: ALA3604436

PubChem CID: 122185707

Max Phase: Preclinical

Molecular Formula: C27H41N3O4S

Molecular Weight: 503.71

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)c1ccc(S(=O)(=O)N2C[C@@H]3CCCN4CCC[C@@H]([C@H]34)[C@H]2CCCCN2CCOCC2)cc1

Standard InChI:  InChI=1S/C27H41N3O4S/c1-21(31)22-9-11-24(12-10-22)35(32,33)30-20-23-6-4-14-29-15-5-7-25(27(23)29)26(30)8-2-3-13-28-16-18-34-19-17-28/h9-12,23,25-27H,2-8,13-20H2,1H3/t23-,25+,26+,27-/m0/s1

Standard InChI Key:  SVEWQGFPKREJCF-CRJMXQGDSA-N

Molfile:  

     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
   -2.5914    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914   -1.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2957   -2.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957   -2.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5914   -1.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5914    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957    0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2957    2.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.0112    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2957    2.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2957    0.7482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1618    1.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1618    1.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8660   -0.5000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6023    2.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8957    2.2222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2022    2.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4956    2.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8020    2.9382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.5117    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2993    5.2629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5988    4.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974    5.2646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8964    6.7646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5969    7.5137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2983    6.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0394    5.1114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0391    3.9115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0959    2.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4001    2.9201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4106    4.4201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1168    5.1791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8126    4.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941    7.5185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1917    8.7185    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348    6.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1 13  1  0
  2  3  1  0
  3  4  1  0
  8  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  9  1  0
  8  9  1  0
  8 13  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  6
  9 15  1  6
  8 16  1  6
 10 17  1  6
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 11 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 22 29  2  0
 22 30  2  0
 21 31  1  0
 21 35  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 26 36  1  0
 36 37  2  0
 36 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3604436

   ---

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: 503.71

Molecular Weight (Monoisotopic): 503.2818

AlogP: 3.26

#Rotatable Bonds: 8

Polar Surface Area: 70.16

Molecular Species: BASE

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.91

CX LogP: 2.39

CX LogD: 0.49

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: -0.44

References

1. Wang SG, Kong LY, Li YH, Cheng XY, Su F, Tang S, Bi CW, Jiang JD, Li YH, Song DQ..  (2015)  Structure-activity relationship of N-benzenesulfonyl matrinic acid derivatives as a novel class of coxsackievirus B3 inhibitors.,  25  (17): [PMID:26112440] [10.1016/j.bmcl.2015.06.043]

Source

Source(1):

• Scientific Literature