N-[(Tetrahydrofuran-3-yl)methyl]-5,6-dihydro-4-methyl-2-cyanoiminopiperazin-3-one

ID: ALA2272684

PubChem CID: 10889903

Max Phase: Preclinical

Molecular Formula: C11H16N4O2

Molecular Weight: 236.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCN(CC2CCOC2)/C(=N\C#N)C1=O

Standard InChI:  InChI=1S/C11H16N4O2/c1-14-3-4-15(6-9-2-5-17-7-9)10(11(14)16)13-8-12/h9H,2-7H2,1H3/b13-10-

Standard InChI Key:  AGIXBXOWTIRXQT-RAXLEYEMSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   12.4290  -19.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6040  -19.4539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1938  -20.1644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6040  -20.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4290  -20.8795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8438  -20.1644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6688  -20.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8408  -21.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1906  -21.5934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3656  -21.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5440  -21.5921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3688  -20.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9573  -19.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2898  -18.6973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6774  -18.1443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9623  -18.5558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1328  -19.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  5  8  2  0
  4  9  2  0
  9 10  1  0
 10 11  3  0
  3 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272684

   [4-Methyl-3-oxo-1-(oxolan-3-ylmethyl)piperazin-2-ylidene]cyanamide

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: 236.27

Molecular Weight (Monoisotopic): 236.1273

AlogP: -0.32

#Rotatable Bonds: 2

Polar Surface Area: 68.93

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -0.77

CX LogD: -0.77

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.62

Np Likeness Score: -0.59

References

1. Samaritoni JG, Demeter DA, Gifford JM, Watson GB, Kempe MS, Bruce TJ..  (2003)  Dihydropiperazine neonicotinoid compounds. Synthesis and insecticidal activity.,  51  (10): [PMID:12720388] [10.1021/jf021185r]

Source

Source(1):

• Scientific Literature