4-(4-Decylpiperazine-1-carboxamido)-3-fluorophenyl sulfamate

ID: ALA4533495

PubChem CID: 155547091

Max Phase: Preclinical

Molecular Formula: C21H35FN4O4S

Molecular Weight: 458.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCN1CCN(C(=O)Nc2ccc(OS(N)(=O)=O)cc2F)CC1

Standard InChI:  InChI=1S/C21H35FN4O4S/c1-2-3-4-5-6-7-8-9-12-25-13-15-26(16-14-25)21(27)24-20-11-10-18(17-19(20)22)30-31(23,28)29/h10-11,17H,2-9,12-16H2,1H3,(H,24,27)(H2,23,28,29)

Standard InChI Key:  SCBIGXIFHXYEJE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   38.0035  -15.9022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.5991  -15.1965    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.1901  -15.8996    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.7705  -15.2088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7693  -16.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4774  -16.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1870  -16.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1842  -15.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4756  -14.7999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0613  -16.4364    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3539  -16.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6459  -16.4353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.3546  -15.2100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9413  -16.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2353  -16.4254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2305  -17.2429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.9377  -17.6542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6498  -17.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.8904  -14.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.3058  -14.7886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.5209  -17.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5172  -18.4654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2230  -18.8773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9326  -18.4719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6384  -18.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3480  -18.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0538  -18.8902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7634  -18.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4692  -18.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1788  -18.4913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0627  -14.8004    0.0000 F   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
 21 22  1  0
 22 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
 29 30  1  0
  4 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533495

   ---

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: 458.60

Molecular Weight (Monoisotopic): 458.2363

AlogP: 3.70

#Rotatable Bonds: 12

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: 10.53

CX Basic pKa: 7.58

CX LogP: 3.95

CX LogD: 3.55

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.46

Np Likeness Score: -1.53

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