2-Fluoro-4-(4-octylpiperazine-1-carboxamido)phenyl sulfamate

ID: ALA4554860

PubChem CID: 155556339

Max Phase: Preclinical

Molecular Formula: C19H31FN4O4S

Molecular Weight: 430.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCN1CCN(C(=O)Nc2ccc(OS(N)(=O)=O)c(F)c2)CC1

Standard InChI:  InChI=1S/C19H31FN4O4S/c1-2-3-4-5-6-7-10-23-11-13-24(14-12-23)19(25)22-16-8-9-18(17(20)15-16)28-29(21,26)27/h8-9,15H,2-7,10-14H2,1H3,(H,22,25)(H2,21,26,27)

Standard InChI Key:  ZVQNRDBEBIVPNE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.3584   -2.9799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9539   -2.2741    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   20.5450   -2.9773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1254   -2.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1242   -3.1060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8323   -3.5149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5419   -3.1055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5391   -2.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8305   -1.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4162   -3.5140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7088   -3.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0008   -3.5129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7095   -2.2877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2962   -3.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5902   -3.5030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5854   -4.3206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2926   -4.7319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0047   -4.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2453   -1.8716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6607   -1.8663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8758   -4.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8280   -1.0604    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   13.8721   -5.5431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5779   -5.9549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2875   -5.5496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9933   -5.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7029   -5.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4087   -5.9679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1183   -5.5625    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
  5 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 12 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
  8 19  1  0
 19  2  1  0
  2 20  1  0
 16 21  1  0
  9 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4554860

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 430.55

Molecular Weight (Monoisotopic): 430.2050

AlogP: 2.92

#Rotatable Bonds: 10

Polar Surface Area: 104.97

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.23

CX Basic pKa: 7.62

CX LogP: 3.06

CX LogD: 2.64

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.65

References

1. Moi D, Foster PA, Rimmer LG, Jaffri A, Deplano A, Balboni G, Onnis V, Potter BVL..  (2019)  Synthesis and in vitro evaluation of piperazinyl-ureido sulfamates as steroid sulfatase inhibitors.,  182  [PMID:31422224] [10.1016/j.ejmech.2019.111614]

Source

Source(1):

• Scientific Literature