5-(2'-Bromine-3'-hydroxy-3'-methyl-butiloxy)-6,7-methylendioxycoumarin

ID: ALA3116094

PubChem CID: 76332444

Max Phase: Preclinical

Molecular Formula: C15H15BrO6

Molecular Weight: 371.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(O)C(Br)COc1c2c(cc3oc(=O)ccc13)OCO2

Standard InChI:  InChI=1S/C15H15BrO6/c1-15(2,18)11(16)6-19-13-8-3-4-12(17)22-9(8)5-10-14(13)21-7-20-10/h3-5,11,18H,6-7H2,1-2H3

Standard InChI Key:  XQRCXKRJRCOCHG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   19.0184  -24.6868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7339  -25.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7346  -25.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4500  -26.3338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1649  -25.9189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1602  -25.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4443  -24.6818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8810  -26.3287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0160  -23.8618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0202  -26.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3017  -25.9277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3022  -25.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5175  -24.8473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0322  -25.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5169  -26.1823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3003  -23.4515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2978  -22.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5821  -22.2161    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   19.0111  -22.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7267  -22.6222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0086  -21.3869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7206  -21.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10  3  2  0
  2  1  2  0
  1 12  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  2  1  0
  5  8  2  0
  1  9  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 11  1  0
  9 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3116094

   9-(2-Bromo-3-hydroxy-3-methyl-butoxy)-[1,3]dioxolo[4,5-g]chromen-6-one

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: 371.18

Molecular Weight (Monoisotopic): 370.0052

AlogP: 2.43

#Rotatable Bonds: 4

Polar Surface Area: 78.13

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.17

CX LogD: 2.17

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.66

Np Likeness Score: 1.11

References

1. Garro Hugo A, Manzur Jimena M, Ciuffo Gladys M, Tonn Carlos E, Pungitore Carlos R..  (2014)  Inhibition of reverse transcriptase and Taq DNA polymerase by compounds possessing the coumarin framework.,  24  (3): [PMID:24418776] [10.1016/j.bmcl.2013.12.104]

Source

Source(1):

• Scientific Literature