(S)-[3,5-bis(trifluoromethyl)phenyl][4-isothiocyanatobut-1-enyl]-oxidosulfonium

ID: ALA4440028

PubChem CID: 155514111

Max Phase: Preclinical

Molecular Formula: C13H9F6NOS2

Molecular Weight: 373.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  [O-][S@@+](/C=C/CCN=C=S)c1cc(C(F)(F)F)cc(C(F)(F)F)c1

Standard InChI:  InChI=1S/C13H9F6NOS2/c14-12(15,16)9-5-10(13(17,18)19)7-11(6-9)23(21)4-2-1-3-20-8-22/h2,4-7H,1,3H2/b4-2+/t23-/m0/s1

Standard InChI Key:  RHGMNEJBFFWLNY-ZGVNINRLSA-N

Molfile:  

 
     RDKit          2D

 23 23  0  0  0  0  0  0  0  0999 V2000
    4.0361   -4.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0348   -4.9314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7497   -5.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4661   -4.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4633   -4.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7479   -3.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1762   -3.6852    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.8922   -4.0951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6051   -3.6799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3211   -4.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0340   -3.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7500   -4.0843    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4629   -3.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1731   -2.8602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3215   -3.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213   -2.8668    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6070   -4.1044    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    2.6041   -3.2791    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7495   -6.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0349   -6.5816    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4639   -6.5819    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416   -6.9916    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.1749   -3.2499    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
  7  5  1  1
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
  7 14  1  0
  1 15  1  0
 15 16  1  0
 15 17  1  0
 15 18  1  0
  3 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 13 23  2  0
M  CHG  2   7   1  14  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4440028

   ---

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: 373.34

Molecular Weight (Monoisotopic): 373.0030

AlogP: 4.84

#Rotatable Bonds: 5

Polar Surface Area: 35.42

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.18

CX LogD: 4.18

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.24

Np Likeness Score: 0.00

References

1. Tian X, Gao J, Liu M, Lei Y, Wang F, Chen J, Chu P, Gao J, Long F, Liang M, Long X, Chu H, Liu C, Li X, Sun Q, Li G, Yang Y..  (2020)  Small-Molecule Antagonist Targeting Exportin-1 via Rational Structure-Based Discovery.,  63  (8): [PMID:32223194] [10.1021/acs.jmedchem.9b01663]

Source

Source(1):

• Scientific Literature