methyl 11-(1-methyl-5-nitro-1H-imidazol-2-ylsulfinyl)undecanoate

ID: ALA3274666

PubChem CID: 12381537

Max Phase: Preclinical

Molecular Formula: C16H27N3O5S

Molecular Weight: 373.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CCCCCCCCCC[S+]([O-])c1ncc([N+](=O)[O-])n1C

Standard InChI:  InChI=1S/C16H27N3O5S/c1-18-14(19(21)22)13-17-16(18)25(23)12-10-8-6-4-3-5-7-9-11-15(20)24-2/h13H,3-12H2,1-2H3

Standard InChI Key:  DSUISYHOFJCRGP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 25  0  0  0  0  0  0  0  0999 V2000
   11.7883   -9.3483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3748  -10.0687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5626   -9.8997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4752   -9.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2336   -8.7387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9474  -10.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7523   -8.6600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0353   -9.0769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3156   -8.6644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5985   -9.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8789   -8.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1618   -9.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4422   -8.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7251   -9.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0055   -8.6777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2884   -9.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688   -8.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8517   -9.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1320   -8.6867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8543   -9.9287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7137  -10.8294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2284  -11.5021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5390  -10.9132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4150   -9.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7497   -7.8305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  1  2  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  3  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 21 22  2  0
 21 23  1  0
  2 21  1  0
 19 24  1  0
  7 25  1  0
M  CHG  4   7   1  21   1  23  -1  25  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274666

   Methyl 11-(1-methyl-5-nitroimidazol-2-yl)sulfinylundecanoate

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: 373.48

Molecular Weight (Monoisotopic): 373.1671

AlogP: 3.12

#Rotatable Bonds: 13

Polar Surface Area: 110.32

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.17

Np Likeness Score: -0.28

References

1. Tweit RC, Muir RD, Ziecina S..  (1977)  Nitroimidazoles with antibacterial activity against Neisseria gonorrhoeae.,  20  (12): [PMID:412966] [10.1021/jm00222a036]

Source

Source(1):

• Scientific Literature