(+)-(R)-E-3'-hydroxyartemidin

ID: ALA479324

PubChem CID: 44575579

Max Phase: Preclinical

Molecular Formula: C13H12O3

Molecular Weight: 216.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](O)/C=C/c1cc2ccccc2c(=O)o1

Standard InChI:  InChI=1S/C13H12O3/c1-9(14)6-7-11-8-10-4-2-3-5-12(10)13(15)16-11/h2-9,14H,1H3/b7-6+/t9-/m1/s1

Standard InChI Key:  DTXUIAMWHHGGPB-XCODYQFDSA-N

Molfile:  

     RDKit          2D

 16 17  0  0  0  0  0  0  0  0999 V2000
    3.8313  -13.2980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8301  -14.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5450  -14.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5432  -12.8852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2583  -13.2943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2571  -14.1272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9740  -14.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6965  -14.1293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6977  -13.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9764  -12.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9717  -15.3675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4130  -12.8856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1264  -13.2999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8417  -12.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5552  -13.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8437  -12.0643    0.0000 O   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
 14 16  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA479324

   3-[(E,3R)-3-hydroxybut-1-enyl]isochromen-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: 216.24

Molecular Weight (Monoisotopic): 216.0786

AlogP: 2.19

#Rotatable Bonds: 2

Polar Surface Area: 50.44

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.15

CX LogD: 2.15

Aromatic Rings: 2

Heavy Atoms: 16

QED Weighted: 0.84

Np Likeness Score: 1.20

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