2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl 4-fluorophenylcarbamate

ID: ALA4795256

PubChem CID: 162673969

Max Phase: Preclinical

Molecular Formula: C13H13FN4O4

Molecular Weight: 308.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOC(=O)Nc1ccc(F)cc1

Standard InChI:  InChI=1S/C13H13FN4O4/c1-9-15-8-12(18(20)21)17(9)6-7-22-13(19)16-11-4-2-10(14)3-5-11/h2-5,8H,6-7H2,1H3,(H,16,19)

Standard InChI Key:  KGKDAJLIWIRIAB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.4583  -10.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2833  -10.4917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5401   -9.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8708   -9.2209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.2058   -9.7076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3251   -9.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9731  -11.1602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3076  -11.9144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1527  -11.0730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7675  -11.1597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5880  -11.0744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0722  -11.7425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8928  -11.6572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3770  -12.3252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2292  -10.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1975  -12.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6776  -12.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4948  -12.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8353  -12.0740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3522  -11.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5287  -11.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6641  -11.9910    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  1  2  0
  3  6  1  0
  7  8  2  0
  7  9  1  0
  1  7  1  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 14 16  1  0
 16 17  2  0
 16 21  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 19 22  1  0
M  CHG  2   7   1   9  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4795256

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 308.27

Molecular Weight (Monoisotopic): 308.0921

AlogP: 2.49

#Rotatable Bonds: 5

Polar Surface Area: 99.29

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.16

CX Basic pKa: 3.27

CX LogP: 2.03

CX LogD: 2.03

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -2.13

References

1. Riches A,Hart CJS,Trenholme KR,Skinner-Adams TS.  (2020)  Anti-Giardia Drug Discovery: Current Status and Gut Feelings.,  63  (22.0): [PMID:32869995] [10.1021/acs.jmedchem.0c00910]

Source

Source(1):

• Scientific Literature