S-1-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)ethyl O-isobutyl carbonodithioate nitrate

ID: ALA3247045

PubChem CID: 12460795

Max Phase: Preclinical

Molecular Formula: C16H19Cl2N3O4S2

Molecular Weight: 389.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)COC(=S)SC(Cn1ccnc1)c1ccc(Cl)cc1Cl.O=[N+]([O-])O

Standard InChI:  InChI=1S/C16H18Cl2N2OS2.HNO3/c1-11(2)9-21-16(22)23-15(8-20-6-5-19-10-20)13-4-3-12(17)7-14(13)18;2-1(3)4/h3-7,10-11,15H,8-9H2,1-2H3;(H,2,3,4)

Standard InChI Key:  WWLIMUWLBJCIIJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 27  0  0  0  0  0  0  0  0999 V2000
   32.0571  -10.4598    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3427  -10.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0571   -9.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7716  -10.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7537  -10.5814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7526  -11.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4674  -11.8217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1838  -11.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1810  -10.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4656  -10.1687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8989  -11.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9002  -12.6447    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.6128  -11.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6115  -10.5811    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2765  -10.0969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0203   -9.3127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1952   -9.3140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9417  -10.0990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6154  -13.0561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6167  -13.8811    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.3292  -12.6425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0443  -13.0538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4651  -12.6449    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.0374  -10.1742    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.7581  -12.6402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4732  -13.0516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7568  -11.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  8 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 12 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
  7 23  1  0
  5 24  1  0
 22 25  1  0
 25 26  1  0
 25 27  1  0
M  CHG  2   1   1   4  -1
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 389.37

Molecular Weight (Monoisotopic): 388.0238

AlogP: 5.62

#Rotatable Bonds: 6

Polar Surface Area: 27.05

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.50

CX LogP: 6.04

CX LogD: 6.01

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.29

References

1. Walker KA, Hirschfeld DR, Marx M..  (1978)  Antimycotic imidazoles. 2. Synthesis and antifungal properties of esters of 1-[2-hydroxy(mercapto)-2-phenylethyl]-1H-imidazoles.,  21  (12): [PMID:722748] [10.1021/jm00210a037]

Source

Source(1):

• Scientific Literature