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

ID: ALA4525656

PubChem CID: 155543227

Max Phase: Preclinical

Molecular Formula: C19H31FN4O4S

Molecular Weight: 430.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCCCCN1CCN(C(=O)Nc2ccc(OS(N)(=O)=O)cc2F)CC1

Standard InChI:  InChI=1S/C19H31FN4O4S/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:  CMKNRRAHVCSWAC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   28.5769  -15.8114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1725  -15.1057    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.7635  -15.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3439  -15.1180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3427  -15.9375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0508  -16.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7605  -15.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7576  -15.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0490  -14.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6347  -16.3456    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9273  -15.9364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2193  -16.3445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9280  -15.1192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5147  -15.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8088  -16.3346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8039  -17.1521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5111  -17.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2232  -17.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4638  -14.7031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.8792  -14.6978    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.0943  -17.5575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0906  -18.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7964  -18.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5060  -18.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2118  -18.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9214  -18.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6272  -18.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3368  -18.3941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6361  -14.7096    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
  4 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525656

   ---

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: 430.55

Molecular Weight (Monoisotopic): 430.2050

AlogP: 2.92

#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: 10.53

CX Basic pKa: 7.58

CX LogP: 3.06

CX LogD: 2.66

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.56

Np Likeness Score: -1.64

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