3,6-Anhydro-2-deoxy-7-O-methyl-7-C-phenyl-L-glycero-D-idoheptono-1,4-lactone

ID: ALA4474861

PubChem CID: 155537138

Max Phase: Preclinical

Molecular Formula: C14H16O5

Molecular Weight: 264.28

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CO[C@@H](c1ccccc1)[C@H]1O[C@@H]2CC(=O)O[C@@H]2[C@H]1O

Standard InChI:  InChI=1S/C14H16O5/c1-17-12(8-5-3-2-4-6-8)14-11(16)13-9(18-14)7-10(15)19-13/h2-6,9,11-14,16H,7H2,1H3/t9-,11-,12+,13+,14+/m1/s1

Standard InChI Key:  JGQRDRTZMBFDQJ-CYDRSHDDSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   14.6799   -9.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6354   -7.9158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1798   -8.5951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4279   -8.1464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4524   -8.9674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2366   -9.1951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.6991   -8.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1974   -7.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3855   -7.4227    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4465   -9.8440    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4535  -10.0317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3591   -8.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9283   -7.9265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9734   -9.3477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5199   -8.4940    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7712   -7.8860    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1555   -9.3715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7699  -10.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2047  -10.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0292  -10.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4110  -10.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1114   -7.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  3  2  1  0
  3  1  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  4  1  0
  4  9  1  1
  5 10  1  1
  1 11  1  1
  3 12  1  0
 12 13  1  6
 12 14  1  0
  7 15  2  0
  3 16  1  6
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 14  1  0
 13 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474861

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 264.28

Molecular Weight (Monoisotopic): 264.0998

AlogP: 0.82

#Rotatable Bonds: 3

Polar Surface Area: 64.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.02

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: 1.85

References

1. Francuz J, Popsavin M, Djokić S, Kojić V, Srdić-Rajić T, Rodić MV, Jakimov D, Popsavin V..  (2018)  Novel O-methyl goniofufurone and 7-epi-goniofufurone derivatives: synthesis, in vitro cytotoxicity and SAR analysis.,  9  (12): [PMID:30746062] [10.1039/C8MD00431E]

Source

Source(1):

• Scientific Literature