5-isopropyl-2-methylphenyl 2-(2-methyl-5-nitro-1H-imidazol-1-yl)acetate

ID: ALA4875783

PubChem CID: 164626161

Max Phase: Preclinical

Molecular Formula: C16H19N3O4

Molecular Weight: 317.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(C(C)C)cc1OC(=O)Cn1c([N+](=O)[O-])cnc1C

Standard InChI:  InChI=1S/C16H19N3O4/c1-10(2)13-6-5-11(3)14(7-13)23-16(20)9-18-12(4)17-8-15(18)19(21)22/h5-8,10H,9H2,1-4H3

Standard InChI Key:  NGXZCODUQDNNQR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
    5.9120  -11.1449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5813  -10.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3245   -9.8701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4954   -9.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2386  -10.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3696  -10.9186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4503  -10.9186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296  -10.3649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2773  -11.7315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9120  -11.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6307  -12.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3458  -11.9795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6291  -13.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3427  -13.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3368  -14.4541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0497  -14.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7658  -14.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7647  -13.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0513  -13.2174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0492  -12.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0478  -15.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3323  -16.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7612  -16.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
  2  3  2  0
  1  2  1  0
  3  4  1  0
  5  1  1  0
  5  7  1  0
  2  6  1  0
  7  8  1  0
  7  9  2  0
  1 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 19 20  1  0
 16 21  1  0
 21 22  1  0
 21 23  1  0
M  CHG  2   7   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4875783

   ---

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: 317.35

Molecular Weight (Monoisotopic): 317.1376

AlogP: 3.14

#Rotatable Bonds: 5

Polar Surface Area: 87.26

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.20

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.37

Np Likeness Score: -1.39

References

1. Patel OPS, Jesumoroti OJ, Legoabe LJ, Beteck RM..  (2021)  Metronidazole-conjugates: A comprehensive review of recent developments towards synthesis and medicinal perspective.,  210  [PMID:33234343] [10.1016/j.ejmech.2020.112994]

Source

Source(1):

• Scientific Literature