3-(2-((4-isothiocyanatobutyl)thio)acetamido)phenyl ethyl(methyl)carbamate

ID: ALA4533772

PubChem CID: 155547322

Max Phase: Preclinical

Molecular Formula: C17H23N3O3S2

Molecular Weight: 381.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(C)C(=O)Oc1cccc(NC(=O)CSCCCCN=C=S)c1

Standard InChI:  InChI=1S/C17H23N3O3S2/c1-3-20(2)17(22)23-15-8-6-7-14(11-15)19-16(21)12-25-10-5-4-9-18-13-24/h6-8,11H,3-5,9-10,12H2,1-2H3,(H,19,21)

Standard InChI Key:  LBPNPZPJFRQLJN-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
   28.7323   -1.5601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7312   -2.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4392   -2.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1489   -2.3791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1461   -1.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4375   -1.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8573   -2.7866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5643   -2.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2727   -2.7844    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5630   -1.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2740   -3.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9797   -2.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0232   -2.7876    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3158   -2.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6078   -2.7865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3164   -1.5613    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9004   -2.3774    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.1923   -2.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4850   -2.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7769   -2.7843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0695   -2.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3615   -2.7831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6881   -2.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6541   -2.3740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9416   -1.9646    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
  9 12  1  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 12 23  1  0
 22 24  2  0
 24 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533772

   ---

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: 381.52

Molecular Weight (Monoisotopic): 381.1181

AlogP: 3.69

#Rotatable Bonds: 10

Polar Surface Area: 71.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.27

CX Basic pKa: 0.89

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.38

Np Likeness Score: -1.45

References

1. Sestito S, Pruccoli L, Runfola M, Citi V, Martelli A, Saccomanni G, Calderone V, Tarozzi A, Rapposelli S..  (2019)  Design and synthesis of H₂S-donor hybrids: A new treatment for Alzheimer's disease?,  184  [PMID:31585237] [10.1016/j.ejmech.2019.111745]

Source

Source(1):

• Scientific Literature