methyl 5-(cyanomethyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-imidazole-4-carboxylate

ID: ALA3245952

PubChem CID: 21400803

Max Phase: Preclinical

Molecular Formula: C12H15N3O3

Molecular Weight: 249.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)c1ncn(C2CCCCO2)c1CC#N

Standard InChI:  InChI=1S/C12H15N3O3/c1-17-12(16)11-9(5-6-13)15(8-14-11)10-4-2-3-7-18-10/h8,10H,2-5,7H2,1H3

Standard InChI Key:  BUFQZEZKNJAWDJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   17.8204   -8.6135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1151   -8.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4099   -9.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4099   -8.6136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6327   -8.3610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1523   -9.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6327   -9.6831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1151   -7.3836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3801  -10.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0709   -9.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8175   -9.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5622   -9.2430    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5810  -10.6258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3277  -11.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8716  -12.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6723  -11.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9291  -11.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8228   -6.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0
  1  2  2  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  3  1  0
  2  8  1  0
  9  7  1  0
  3 10  1  0
 10 11  1  0
 11 12  3  0
  9 13  1  0
  9 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  8 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3245952

   Methyl 5-(cyanomethyl)-1-(oxan-2-yl)imidazole-4-carboxylate

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: 249.27

Molecular Weight (Monoisotopic): 249.1113

AlogP: 1.43

#Rotatable Bonds: 3

Polar Surface Area: 77.14

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.15

CX Basic pKa: 3.40

CX LogP: 0.78

CX LogD: 0.78

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.76

Np Likeness Score: -0.43

References

1. Cook PD, Allen LB, Streeter DG, Huffman JH, Sidwell RW, Robins RK..  (1978)  Synthesis and antiviral and enzymatic studies of certain 3-deazaguanines and their imidazolecarboxamide precursors.,  21  (12): [PMID:722730] [10.1021/jm00210a008]

Source

Source(1):

• Scientific Literature