3,6-Anhydro-2-deoxy-5-O-methyl-7-C-phenyl-D-glycero-D-idoheptono-1,4-lactone

ID: ALA4522630

PubChem CID: 155543623

Max Phase: Preclinical

Molecular Formula: C14H16O5

Molecular Weight: 264.28

Molecule Type: Unknown

Names and Identifiers

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

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

Standard InChI Key:  HSLVNFOCDRPCNL-RGCYKPLRSA-N

Molfile:  

 
     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    6.0457  -21.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0012  -20.2893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5456  -20.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937  -20.5198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8183  -21.3408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6024  -21.5685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0649  -20.8920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5633  -20.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7514  -19.7962    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8123  -22.2174    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8193  -22.4051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250  -20.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2941  -20.2999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3393  -21.7211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8857  -20.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1370  -20.2594    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5213  -21.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1357  -22.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5705  -23.1660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3950  -23.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7769  -22.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3868  -22.9931    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  1
 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
 11 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4522630

   ---

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: 13.39

CX Basic pKa: ┄

CX LogP: 0.93

CX LogD: 0.93

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.82

Np Likeness Score: 1.98

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