S-1-(4-chlorophenyl)-2-(1H-imidazol-1-yl)ethyl O-pentyl carbonodithioate oxalate

ID: ALA3247050

PubChem CID: 12460805

Max Phase: Preclinical

Molecular Formula: C19H23ClN2O5S2

Molecular Weight: 368.96

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCOC(=S)SC(Cn1ccnc1)c1ccc(Cl)cc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C17H21ClN2OS2.C2H2O4/c1-2-3-4-11-21-17(22)23-16(12-20-10-9-19-13-20)14-5-7-15(18)8-6-14;3-1(4)2(5)6/h5-10,13,16H,2-4,11-12H2,1H3;(H,3,4)(H,5,6)

Standard InChI Key:  KLIBEYMGNIRYGV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   41.7472  -10.8723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4617   -9.6348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.1762  -10.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.7472  -11.6973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.0328  -10.4598    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2871  -10.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2859  -11.3368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0007  -11.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7172  -11.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7143  -10.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9989  -10.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4323  -11.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4336  -12.5727    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.1461  -11.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1448  -10.5091    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.8098  -10.0249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5536   -9.2407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7286   -9.2420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4750  -10.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1487  -12.9841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1500  -13.8091    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   38.8625  -12.5705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.5777  -12.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5708  -10.1022    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   40.2915  -12.5683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.0066  -12.9796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.7204  -12.5660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4355  -12.9774    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
  2  5  2  0
  2  6  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
 10 13  1  0
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 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 16  1  0
 14 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
  7 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
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: 368.96

Molecular Weight (Monoisotopic): 368.0784

AlogP: 5.50

#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: 5.96

CX LogD: 5.93

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.45

Np Likeness Score: -1.06

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