3-(dimethylamino)-4-((3-isothiocyanatopropyl)(methyl)amino)cyclobut-3-ene-1,2-dione

ID: ALA4474353

PubChem CID: 75202265

Max Phase: Preclinical

Molecular Formula: C11H15N3O2S

Molecular Weight: 253.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1c(N(C)CCCN=C=S)c(=O)c1=O

Standard InChI:  InChI=1S/C11H15N3O2S/c1-13(2)8-9(11(16)10(8)15)14(3)6-4-5-12-7-17/h4-6H2,1-3H3

Standard InChI Key:  APOWODFEIYMQEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   25.8819  -13.8757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5896  -13.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8819  -14.6929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9132  -13.8923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.2055  -13.4837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9132  -14.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4822  -13.3110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2993  -13.3057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2919  -12.4886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4747  -12.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8916  -11.9235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8644  -11.9055    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2973  -13.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0050  -13.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7127  -13.8757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4204  -13.4671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1246  -13.0503    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  4  5  1  0
  4  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10  7  1  0
  8  1  1  0
 10 11  2  0
  9 12  2  0
  2 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474353

   3-(Dimethylamino)-4-[3-isothiocyanatopropyl(methyl)amino]cyclobut-3-ene-1,2-dione

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: 253.33

Molecular Weight (Monoisotopic): 253.0885

AlogP: 0.28

#Rotatable Bonds: 6

Polar Surface Area: 52.98

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.13

CX LogP: 1.08

CX LogD: 1.08

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.32

Np Likeness Score: -0.20

References

1. Boehm J, Davis R, Murar CE, Li T, McCleland B, Dong S, Yan H, Kerns J, Moody CJ, Wilson AJ, Graves AP, Mentzer M, Qi H, Yonchuk J, Kou JP, Foley J, Sanchez Y, Podolin PL, Bolognese B, Booth-Genthe C, Galop M, Wolfe L, Carr R, Callahan JF..  (2019)  Discovery of a crystalline sulforaphane analog with good solid-state stability and engagement of the Nrf2 pathway in vitro and in vivo.,  27  (4): [PMID:30626555] [10.1016/j.bmc.2018.12.026]

Source

Source(1):

• Scientific Literature