Metrafenone

ID: ALA2288405

Cas Number: 220899-03-6

PubChem CID: 6451057

Product Number: M709871, Order Now?

Max Phase: Preclinical

Molecular Formula: C19H21BrO5

Molecular Weight: 409.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C)c(C(=O)c2c(OC)ccc(Br)c2C)c(OC)c1OC

Standard InChI:  InChI=1S/C19H21BrO5/c1-10-9-14(23-4)18(24-5)19(25-6)15(10)17(21)16-11(2)12(20)7-8-13(16)22-3/h7-9H,1-6H3

Standard InChI Key:  AMSPWOYQQAWRRM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   21.0364  -17.0882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8518  -17.0893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2588  -16.3848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8514  -15.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0328  -15.6815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6296  -16.3866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8124  -16.3890    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.6280  -17.7960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0759  -16.3850    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4847  -15.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2599  -17.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8507  -18.5047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0771  -17.7980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0348  -18.5001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6257  -19.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0338  -19.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8552  -19.9137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2606  -19.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0282  -17.6810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0778  -19.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4892  -19.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2658  -20.6203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8591  -21.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6256  -20.6236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8084  -20.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  6  7  1  0
  1  8  1  0
  3  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 14 19  1  0
 18 20  1  0
 20 21  1  0
 17 22  1  0
 22 23  1  0
 16 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2288405

   Metrafenone

Molecule Features

Natural Product: Yes

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: 409.28

Molecular Weight (Monoisotopic): 408.0572

AlogP: 4.33

#Rotatable Bonds: 6

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.60

CX LogD: 4.60

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.67

Np Likeness Score: 0.20

References

1. Leroux P, Gredt M, Remuson F, Micoud A, Walker AS..  (2013)  Fungicide resistance status in French populations of the wheat eyespot fungi Oculimacula acuformis and Oculimacula yallundae.,  69  (1): [PMID:23073993] [10.1002/ps.3408]

Source

Source(1):

• Scientific Literature