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

ID: ALA3274665

PubChem CID: 12381536

Max Phase: Preclinical

Molecular Formula: C16H27N3O4S

Molecular Weight: 357.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CCCCCCCCCCSc1ncc([N+](=O)[O-])n1C

Standard InChI:  InChI=1S/C16H27N3O4S/c1-18-14(19(21)22)13-17-16(18)24-12-10-8-6-4-3-5-7-9-11-15(20)23-2/h13H,3-12H2,1-2H3

Standard InChI Key:  SRBMCLFWQJYZNL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 24  0  0  0  0  0  0  0  0999 V2000
    3.5199   -5.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9120   -5.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7155   -5.8082    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8190   -4.9971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0791   -4.6506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3097   -6.3734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5397   -4.6042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.2372   -5.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9547   -4.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6522   -5.0646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3697   -4.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0672   -5.0992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7847   -4.7080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4822   -5.1338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1997   -4.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8972   -5.1684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6147   -4.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3122   -5.2030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0297   -4.8119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2922   -6.0200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -6.6997    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0260   -7.3725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7476   -6.7649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7272   -5.2376    0.0000 C   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
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA3274665

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

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: 357.48

Molecular Weight (Monoisotopic): 357.1722

AlogP: 4.10

#Rotatable Bonds: 13

Polar Surface Area: 87.26

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.06

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.17

Np Likeness Score: -1.04

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