4-(4-heptylpiperazine-1-carboxamido)phenyl sulfamate

ID: ALA4588106

PubChem CID: 155567815

Max Phase: Preclinical

Molecular Formula: C18H30N4O4S

Molecular Weight: 398.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCN1CCN(C(=O)Nc2ccc(OS(N)(=O)=O)cc2)CC1

Standard InChI:  InChI=1S/C18H30N4O4S/c1-2-3-4-5-6-11-21-12-14-22(15-13-21)18(23)20-16-7-9-17(10-8-16)26-27(19,24)25/h7-10H,2-6,11-15H2,1H3,(H,20,23)(H2,19,24,25)

Standard InChI Key:  HQRCHVYJPWJCHL-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 28  0  0  0  0  0  0  0  0999 V2000
   15.4028  -21.6473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8155  -22.3572    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.2240  -21.6448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2339  -21.5400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2327  -22.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9408  -22.7685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6505  -22.3590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6476  -21.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9390  -21.1311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5247  -22.7675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1093  -22.7664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3538  -21.1251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0630  -21.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7692  -21.1198    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0661  -22.3482    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4770  -21.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1811  -21.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1822  -20.3031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4732  -19.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7629  -20.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8900  -19.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5977  -20.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5976  -21.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3054  -21.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0131  -21.1203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7208  -21.5289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4285  -21.1203    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  2  1  0
  2 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 14 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 18 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
M  END

Alternative Forms

1. Parent:

   

   ALA4588106

   ---

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: 398.53

Molecular Weight (Monoisotopic): 398.1988

AlogP: 2.39

#Rotatable Bonds: 9

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: 10.75

CX Basic pKa: 7.63

CX LogP: 2.48

CX LogD: 2.04

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.62

Np Likeness Score: -1.38

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