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

ID: ALA3247046

PubChem CID: 12460797

Max Phase: Preclinical

Molecular Formula: C17H21Cl2N3O4S2

Molecular Weight: 403.40

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H20Cl2N2OS2.HNO3/c1-2-3-4-9-22-17(23)24-16(11-21-8-7-20-12-21)14-6-5-13(18)10-15(14)19;2-1(3)4/h5-8,10,12,16H,2-4,9,11H2,1H3;(H,2,3,4)

Standard InChI Key:  DIZBNZBUJQHJBN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 28  0  0  0  0  0  0  0  0999 V2000
   30.6134   -9.3696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8989   -9.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6134   -8.5446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3279   -9.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4348   -8.9709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4336   -9.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1485  -10.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8649   -9.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8620   -8.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1466   -8.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5800  -10.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5813  -11.0342    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.2938   -9.7956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2925   -8.9706    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9575   -8.4864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7014   -7.7022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8763   -7.7035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6227   -8.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2964  -11.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2977  -12.2706    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   28.0102  -11.0320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7254  -11.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1462  -11.0344    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   23.7185   -8.5637    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   29.4392  -11.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1543  -11.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8681  -11.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5832  -11.4389    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
 26 27  1  0
 27 28  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: 403.40

Molecular Weight (Monoisotopic): 402.0394

AlogP: 6.16

#Rotatable Bonds: 8

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: 6.57

CX LogD: 6.53

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.39

Np Likeness Score: -1.09

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