2-Bromo-N-(2,4-difluorobenzyl)-N-[2-(5-nitro-1Himidazol-1-yl)ethyl]ethanamine

ID: ALA2401888

PubChem CID: 71722871

Max Phase: Preclinical

Molecular Formula: C14H15BrF2N4O2

Molecular Weight: 389.20

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cncn1CCN(CCBr)Cc1ccc(F)cc1F

Standard InChI:  InChI=1S/C14H15BrF2N4O2/c15-3-4-19(9-11-1-2-12(16)7-13(11)17)5-6-20-10-18-8-14(20)21(22)23/h1-2,7-8,10H,3-6,9H2

Standard InChI Key:  IJNWXKQCWQPUNZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   20.1356  -11.0372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3161  -11.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8960  -11.7246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2942  -12.4406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1168  -12.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5332  -11.7487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3503  -11.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7498  -12.4721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.5669  -12.4826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3321  -13.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9664  -13.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7835  -13.2060    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.5150  -13.1640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0974  -13.8664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.2811  -13.9404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1009  -14.7375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8034  -15.1552    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4175  -14.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5551  -10.3360    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.0789  -11.7114    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   18.7410  -13.3226    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9394  -13.4817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0040  -12.5489    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  1  0
  8 10  1  0
  9 11  1  0
 11 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
  1 19  1  0
  3 20  1  0
 21 22  2  0
 21 23  1  0
 15 21  1  0
M  CHG  2  21   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2401888

   N-(2-bromoethyl)-N-[(2,4-difluorophenyl)methyl]-2-(5-nitroimidazol-1-yl)ethanamine

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: 389.20

Molecular Weight (Monoisotopic): 388.0346

AlogP: 2.97

#Rotatable Bonds: 8

Polar Surface Area: 64.20

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.88

CX LogP: 2.99

CX LogD: 2.97

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.40

Np Likeness Score: -1.88

References

1. Zhang L, Chang JJ, Zhang SL, Damu GL, Geng RX, Zhou CH..  (2013)  Synthesis and bioactive evaluation of novel hybrids of metronidazole and berberine as new type of antimicrobial agents and their transportation behavior by human serum albumin.,  21  (14): [PMID:23743440] [10.1016/j.bmc.2013.05.007]

Source

Source(1):

• Scientific Literature