3-Chloro-4-(4-octylpiperazine-1-carboxamido)phenyl sulfamate

ID: ALA4548819

PubChem CID: 155549060

Max Phase: Preclinical

Molecular Formula: C19H31ClN4O4S

Molecular Weight: 447.00

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCN1CCN(C(=O)Nc2ccc(OS(N)(=O)=O)cc2Cl)CC1

Standard InChI:  InChI=1S/C19H31ClN4O4S/c1-2-3-4-5-6-7-10-23-11-13-24(14-12-23)19(25)22-18-9-8-16(15-17(18)20)28-29(21,26)27/h8-9,15H,2-7,10-14H2,1H3,(H,22,25)(H2,21,26,27)

Standard InChI Key:  AMECXYMZGVQWOG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    9.9507  -22.0724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5463  -21.3667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.1373  -22.0698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7177  -21.3790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7166  -22.1985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4246  -22.6075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1343  -22.1981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1314  -21.3754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4228  -20.9701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0085  -22.6066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3011  -22.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5931  -22.6055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3018  -21.3802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8885  -22.1910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1826  -22.5956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1777  -23.4131    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8849  -23.8244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5970  -23.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8376  -20.9641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2530  -20.9588    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681  -23.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4644  -24.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1702  -25.0475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8798  -24.6421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5856  -25.0540    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2952  -24.6486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0010  -25.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106  -24.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0099  -20.9706    0.0000 Cl  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
  4 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548819

   ---

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: 447.00

Molecular Weight (Monoisotopic): 446.1755

AlogP: 3.43

#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: 10.63

CX Basic pKa: 7.60

CX LogP: 3.52

CX LogD: 3.11

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.57

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