1',2'-dibromodihydroartemidin

ID: ALA469722

PubChem CID: 44575573

Max Phase: Preclinical

Molecular Formula: C14H14Br2O

Molecular Weight: 358.07

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 1',2'-Dibromodihydroartemidin | 1',2'-dibromodihydroartemidin|CHEMBL469722

Canonical SMILES:  CCC(Br)C(Br)C1=Cc2ccccc2C(=O)C1

Standard InChI:  InChI=1S/C14H14Br2O/c1-2-12(15)14(16)10-7-9-5-3-4-6-11(9)13(17)8-10/h3-7,12,14H,2,8H2,1H3

Standard InChI Key:  MWNSYRNFWVETQB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    3.4941   -9.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929  -10.8015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2078  -11.2144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2060   -9.5615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9212   -9.9706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9200  -10.8036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369  -11.2189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3607   -9.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6393   -9.5528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6346  -12.0438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0762   -9.5619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7895   -9.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5050   -9.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2184   -9.9797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0782   -8.7369    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.3530  -10.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7875  -10.8011    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7 16  1  0
 16  8  1  0
  8  9  2  0
  4  1  1  0
  7 10  2  0
  5  6  1  0
  8 11  1  0
 11 12  1  0
  2  3  1  0
 12 13  1  0
  3  6  2  0
 13 14  1  0
  1  2  2  0
 11 15  1  0
  5  4  2  0
  5  9  1  0
 12 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA469722

   1',2'-Dibromodihydroartemidin

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: 358.07

Molecular Weight (Monoisotopic): 355.9411

AlogP: 4.59

#Rotatable Bonds: 3

Polar Surface Area: 17.07

Molecular Species: NEUTRAL

HBA: 1

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.24

CX Basic pKa: ┄

CX LogP: 4.35

CX LogD: 4.30

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.72

Np Likeness Score: 1.45

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