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

ID: ALA4531739

PubChem CID: 155546507

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)c(Cl)c2)CC1

Standard InChI:  InChI=1S/C19H31ClN4O4S/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:  CMUMOWMXEDRQHA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   29.5675   -8.8859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1630   -8.1802    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.7540   -8.8833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3344   -8.1925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3333   -9.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0413   -9.4210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7510   -9.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7482   -8.1889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0395   -7.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6253   -9.4201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9179   -9.0109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2098   -9.4190    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9185   -8.1937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5052   -9.0045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7993   -9.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7944  -10.2266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5017  -10.6380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2137  -10.2318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4543   -7.7777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8697   -7.7723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0849  -10.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0371   -6.9665    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   22.0811  -11.4492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7870  -11.8610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4965  -11.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2024  -11.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9119  -11.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6178  -11.8739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3273  -11.4686    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:

   

   ALA4531739

   ---

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: 10.24

CX Basic pKa: 7.62

CX LogP: 3.52

CX LogD: 3.10

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.54

Np Likeness Score: -1.55

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