N-methylatanine

ID: ALA5271547

Max Phase: Preclinical

Molecular Formula: C16H19NO2

Molecular Weight: 257.33

Names and Identifiers

Canonical SMILES:  COc1c(CC=C(C)C)c(=O)n(C)c2ccccc12

Standard InChI:  InChI=1S/C16H19NO2/c1-11(2)9-10-13-15(19-4)12-7-5-6-8-14(12)17(3)16(13)18/h5-9H,10H2,1-4H3

Standard InChI Key:  OGNDPMMWXRHXND-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   -2.8573   -0.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1426    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306   -1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -1.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0012   -1.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159   -1.4441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132   -1.4441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159    1.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    1.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4280   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1428    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8574   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1428    1.0315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7159   -2.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 10 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5271547

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 257.33

Molecular Weight (Monoisotopic): 257.1416

AlogP: 3.06

#Rotatable Bonds: 3

Polar Surface Area: 31.23

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.43

CX LogD: 2.43

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.79

Np Likeness Score: 1.03

References

1. Nhoek P, Ahn S, Pel P, Kim YM, Huh J, Kim HW, Noh M, Chin YW..  (2023)  Alkaloids and Coumarins with Adiponectin-Secretion-Promoting Activities from the Leaves of Orixa japonica.,  86  (1.0): [PMID:36529937] [10.1021/acs.jnatprod.2c00844]

Source

Source(1):

• Scientific Literature