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

ID: ALA3247047

PubChem CID: 90672796

Max Phase: Preclinical

Molecular Formula: C18H21Cl2N3O4S2

Molecular Weight: 415.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])O.S=C(OC1CCCCC1)SC(Cn1ccnc1)c1ccc(Cl)cc1Cl

Standard InChI:  InChI=1S/C18H20Cl2N2OS2.HNO3/c19-13-6-7-15(16(20)10-13)17(11-22-9-8-21-12-22)25-18(24)23-14-4-2-1-3-5-14;2-1(3)4/h6-10,12,14,17H,1-5,11H2;(H,2,3,4)

Standard InChI Key:  NRFQEWQWYYTOSD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   40.1304   -9.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4159  -10.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1304   -8.9571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.8448  -10.1946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1223   -9.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1211  -10.2316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8359  -10.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5524  -10.2312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5495   -9.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8341   -8.9915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2675  -10.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2688  -11.4675    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   36.9813  -10.2289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9800   -9.4039    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.6450   -8.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3889   -8.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5638   -8.1368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.3102   -8.9218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9839  -11.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9852  -12.7039    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   37.6977  -11.4653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.4129  -11.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8336  -11.4677    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.4060   -8.9970    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   38.4104  -12.7010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1214  -13.1122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8377  -12.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.8383  -11.8762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1228  -11.4603    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
 22 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  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: 415.41

Molecular Weight (Monoisotopic): 414.0394

AlogP: 6.30

#Rotatable Bonds: 5

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: 6.60

CX LogD: 6.56

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: -1.03

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