3,6-Anhydro-2-deoxy-5,7-di-O-methyl-7-C-phenyl-L-glycero-Dido-heptono-1,4-lactone

ID: ALA4513718

PubChem CID: 139189249

Max Phase: Preclinical

Molecular Formula: C15H18O5

Molecular Weight: 278.30

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](OC)c1ccccc1

Standard InChI:  InChI=1S/C15H18O5/c1-17-12(9-6-4-3-5-7-9)15-14(18-2)13-10(19-15)8-11(16)20-13/h3-7,10,12-15H,8H2,1-2H3/t10-,12+,13+,14-,15-/m1/s1

Standard InChI Key:  YTPMJYCPOBHNKO-BGNCJLHMSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
   15.3897  -20.5353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3453  -19.2079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8897  -19.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1377  -19.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1623  -20.2595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9465  -20.4872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4090  -19.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9073  -19.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0954  -18.7148    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1564  -21.1361    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1634  -21.3238    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0690  -19.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6381  -19.2186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6833  -20.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2297  -19.7861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4811  -19.1781    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8654  -20.6636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4798  -21.3874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9145  -22.0847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7390  -22.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1209  -21.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7308  -21.9118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8213  -19.2434    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
 11 22  1  0
 13 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513718

   ---

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: 278.30

Molecular Weight (Monoisotopic): 278.1154

AlogP: 1.47

#Rotatable Bonds: 4

Polar Surface Area: 53.99

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.57

CX LogD: 1.57

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.78

Np Likeness Score: 1.64

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