2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl(3-bromopyridin-4-yl)carbamate

ID: ALA2386131

PubChem CID: 71816674

Max Phase: Preclinical

Molecular Formula: C12H12BrN5O4

Molecular Weight: 370.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ncc([N+](=O)[O-])n1CCOC(=O)Nc1ccncc1Br

Standard InChI:  InChI=1S/C12H12BrN5O4/c1-8-15-7-11(18(20)21)17(8)4-5-22-12(19)16-10-2-3-14-6-9(10)13/h2-3,6-7H,4-5H2,1H3,(H,14,16,19)

Standard InChI Key:  MVOLDJVWBQZJJH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   11.2317  -11.3873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2305  -12.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9454  -12.6275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6619  -12.2141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6589  -11.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9436  -10.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9411  -10.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6543   -9.7349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6519   -8.9099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3701  -10.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0833   -9.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7990  -10.1410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5172  -10.9750    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   15.4687   -9.6586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2485   -9.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7362   -9.2483    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.2540   -8.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4684   -8.8306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5009  -10.6991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7984   -8.3415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0441   -8.6757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8862   -7.5212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
  1 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 15 19  1  0
 20 21  2  0
 20 22  1  0
 18 20  1  0
M  CHG  2  20   1  22  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2386131

   2-(2-methyl-5-nitroimidazol-1-yl)ethyl N-(3-bromopyridin-4-yl)carbamate

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: 370.16

Molecular Weight (Monoisotopic): 369.0073

AlogP: 2.51

#Rotatable Bonds: 5

Polar Surface Area: 112.18

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.24

CX Basic pKa: 3.65

CX LogP: 1.44

CX LogD: 1.44

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.64

Np Likeness Score: -1.93

References

1. Friggeri L, Scipione L, Costi R, Kaiser M, Moraca F, Zamperini C, Botta B, Di Santo R, De Vita D, Brun R, Tortorella S..  (2013)  New Promising Compounds with in Vitro Nanomolar Activity against Trypanosoma cruzi.,  4  (6): [PMID:24900706] [10.1021/ml400039r]

Source

Source(1):

• Scientific Literature