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

ID: ALA4538006

PubChem CID: 155548974

Max Phase: Preclinical

Molecular Formula: C21H35ClN4O4S

Molecular Weight: 475.06

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCN1CCN(C(=O)Nc2ccc(OS(N)(=O)=O)c(Cl)c2)CC1

Standard InChI:  InChI=1S/C21H35ClN4O4S/c1-2-3-4-5-6-7-8-9-12-25-13-15-26(16-14-25)21(27)24-18-10-11-20(19(22)17-18)30-31(23,28)29/h10-11,17H,2-9,12-16H2,1H3,(H,24,27)(H2,23,28,29)

Standard InChI Key:  PRUCHMHXUAQFSX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
   37.7889   -9.1005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3844   -8.3948    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.9755   -9.0979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5559   -8.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5547   -9.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2628   -9.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9724   -9.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9696   -8.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2610   -7.9983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8467   -9.6347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1393   -9.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4313   -9.6336    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.1400   -8.4084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.7266   -9.2191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0207   -9.6237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0159  -10.4412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.7231  -10.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4352  -10.4464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6758   -7.9923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0912   -7.9869    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3063  -10.8466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2585   -7.1811    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.3026  -11.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0084  -12.0756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7180  -11.6702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4238  -12.0821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1334  -11.6767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8392  -12.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5488  -11.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2546  -12.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9642  -11.6897    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
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4538006

   ---

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: 475.06

Molecular Weight (Monoisotopic): 474.2068

AlogP: 4.21

#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: 10.24

CX Basic pKa: 7.62

CX LogP: 4.41

CX LogD: 3.99

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.44

Np Likeness Score: -1.45

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