SID57267436

ID: ALA2145197

PubChem CID: 25163369

Max Phase: Preclinical

Molecular Formula: C23H30N4O6S

Molecular Weight: 490.58

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)NC12CC3CC(C1)CC(C(=O)N1CCN(S(=O)(=O)c4cccc([N+](=O)[O-])c4)CC1)(C3)C2

Standard InChI:  InChI=1S/C23H30N4O6S/c1-16(28)24-23-13-17-9-18(14-23)12-22(11-17,15-23)21(29)25-5-7-26(8-6-25)34(32,33)20-4-2-3-19(10-20)27(30)31/h2-4,10,17-18H,5-9,11-15H2,1H3,(H,24,28)

Standard InChI Key:  KUKSUPNXWXXGPJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    2.0721    2.4113    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2978    0.9454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0433    3.0707    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868    2.7162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2279   -1.2054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5132    2.2349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8972    3.1978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0161    1.0818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0508   -0.6792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3758    1.9680    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9271    2.5384    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6765   -0.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2530   -0.8140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2695   -0.3685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7130    0.6395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5675   -0.8360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -1.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5675   -0.4070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3970   -0.7480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7700   -0.9955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6160   -1.4190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4640   -1.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7157    0.7007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0518    1.9061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044    2.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771   -1.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4116    1.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6442    2.3492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5001    2.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407    1.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2320    2.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5726    0.8255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2683    1.2690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3469   -1.9337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0
  1  4  2  0
  1 10  1  0
  1 25  1  0
  2 15  2  0
  5 26  2  0
  6 11  1  0
  7 11  2  0
  8 15  1  0
  8 23  1  0
  8 24  1  0
  9 13  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 31  1  0
 12 14  1  0
 12 15  1  0
 12 18  1  0
 12 19  1  0
 13 14  1  0
 13 20  1  0
 13 21  1  0
 16 18  1  0
 16 20  1  0
 16 22  1  0
 17 19  1  0
 17 21  1  0
 17 22  1  0
 23 27  1  0
 24 28  1  0
 25 29  1  0
 25 30  2  0
 26 34  1  0
 29 31  2  0
 30 32  1  0
 31 33  1  0
 32 33  2  0
M  CHG  2   6  -1  11   1
M  END

Alternative Forms

1. Parent:

   

   ALA2145197

   N-[3-[4-(3-nitrophenyl)sulfonylpiperazine-1-carbonyl]-1-adamantyl]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: 490.58

Molecular Weight (Monoisotopic): 490.1886

AlogP: 1.90

#Rotatable Bonds: 5

Polar Surface Area: 129.93

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.19

CX LogP: 1.04

CX LogD: 1.04

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.50

Np Likeness Score: -1.82

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays