1'-bromodihydroartemidin

ID: ALA464080

Cas Number: 72917-32-9

PubChem CID: 21580101

Max Phase: Preclinical

Molecular Formula: C13H13BrO2

Molecular Weight: 281.15

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 1'-Bromodihydroartemidin | 3-(1-Bromobutyl)-1H-2-benzopyran-1-one|72917-32-9|1'-bromodihydroartemidin|CHEMBL464080|BNDFUMBCPAVEHN-UHFFFAOYSA-|DTXSID60616065|InChI=1/C13H13BrO2/c1-2-5-11(14)12-8-9-6-3-4-7-10(9)13(15)16-12/h3-4,6-8,11H,2,5H2,1H3

Canonical SMILES:  CCCC(Br)c1cc2ccccc2c(=O)o1

Standard InChI:  InChI=1S/C13H13BrO2/c1-2-5-11(14)12-8-9-6-3-4-7-10(9)13(15)16-12/h3-4,6-8,11H,2,5H2,1H3

Standard InChI Key:  BNDFUMBCPAVEHN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
   17.8681   -5.7121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8669   -6.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5817   -6.9522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5799   -5.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2952   -5.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2940   -6.5414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0108   -6.9567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7335   -6.5435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7347   -5.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0132   -5.2906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0085   -7.7816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4501   -5.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1634   -5.7140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8789   -5.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5923   -5.7175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4521   -4.4748    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  5  6  1  0
  7 11  2  0
  9 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 14 15  1  0
  5  4  2  0
 12 16  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA464080

   3-(1-Bromobutyl)-1H-2-benzopyran-1-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: 281.15

Molecular Weight (Monoisotopic): 280.0099

AlogP: 4.03

#Rotatable Bonds: 3

Polar Surface Area: 30.21

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.13

CX LogD: 4.13

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.79

Np Likeness Score: 0.67

References

1. Engelmeier D, Hadacek F, Hofer O, Lutz-Kutschera G, Nagl M, Wurz G, Greger H..  (2004)  Antifungal 3-butylisocoumarins from Asteraceae-Anthemideae.,  67  (1): [PMID:14738379] [10.1021/np0301339]

Source

Source(1):

• Scientific Literature