N-methylflindersine

ID: ALA5273417

Max Phase: Preclinical

Molecular Formula: C15H17NO2

Molecular Weight: 243.31

Names and Identifiers

Canonical SMILES:  CN1C(=O)C2C=CC(C)(C)OC2c2ccccc21

Standard InChI:  InChI=1S/C15H17NO2/c1-15(2)9-8-11-13(18-15)10-6-4-5-7-12(10)16(3)14(11)17/h4-9,11,13H,1-3H3

Standard InChI Key:  UMVUEAAPYGAOSK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   -1.7852   -0.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0706    0.2602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587   -0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3587   -0.9768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688   -1.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7852   -0.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    0.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -0.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -1.3895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    1.0860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    1.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    1.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.2607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -2.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -1.3895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4839    2.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588    2.2146    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  1  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  7 11  1  0
 12 11  1  0
 13 12  1  0
 14 13  2  0
  8 14  1  0
 10 15  1  0
  9 16  2  0
 12 17  1  0
 12 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5273417

   ---

Molecule Features

Natural Product: No

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: 243.31

Molecular Weight (Monoisotopic): 243.1259

AlogP: 2.69

#Rotatable Bonds: ┄

Polar Surface Area: 29.54

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.95

CX LogD: 1.95

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.66

Np Likeness Score: 0.92

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