(E)-1'-bromoartemidin

ID: ALA443617

PubChem CID: 23249017

Max Phase: Preclinical

Molecular Formula: C13H11BrO2

Molecular Weight: 279.13

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (E)-1'-Bromoartemidin | (E)-1'-bromoartemidin|CHEMBL443617

Canonical SMILES:  CC/C=C(\Br)c1cc2ccccc2c(=O)o1

Standard InChI:  InChI=1S/C13H11BrO2/c1-2-5-11(14)12-8-9-6-3-4-7-10(9)13(15)16-12/h3-8H,2H2,1H3/b11-5-

Standard InChI Key:  BDQXWVFHZKPQPB-WZUFQYTHSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    3.7688  -16.7101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7676  -17.5372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4825  -17.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807  -16.2973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1958  -16.7064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1946  -17.5393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9115  -17.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6340  -17.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6352  -16.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9139  -16.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9092  -18.7794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3507  -16.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0639  -16.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7792  -16.3012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4927  -16.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3527  -15.4727    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  2  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:

   

   ALA443617

   (E)-1'-bromoartemidin

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: 279.13

Molecular Weight (Monoisotopic): 277.9942

AlogP: 3.94

#Rotatable Bonds: 2

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: 3.86

CX LogD: 3.86

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.83

Np Likeness Score: 0.62

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