(2R,3S,4R,5R,6R)-4,5-dihydroxy-6-((2R,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-3-(3-(3,4,5-trimethoxyphenyl)acryloyloxy)tetrahydrofuran-2-yloxy)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl benzoate

ID: ALA4521063

PubChem CID: 155542516

Max Phase: Preclinical

Molecular Formula: C31H38O16

Molecular Weight: 666.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)O[C@H]2[C@H](O)[C@@H](CO)O[C@]2(CO)O[C@H]2O[C@H](CO)[C@@H](OC(=O)c3ccccc3)[C@H](O)[C@H]2O)cc(OC)c1OC

Standard InChI:  InChI=1S/C31H38O16/c1-40-18-11-16(12-19(41-2)26(18)42-3)9-10-22(35)44-28-23(36)20(13-32)46-31(28,15-34)47-30-25(38)24(37)27(21(14-33)43-30)45-29(39)17-7-5-4-6-8-17/h4-12,20-21,23-25,27-28,30,32-34,36-38H,13-15H2,1-3H3/b10-9+/t20-,21-,23-,24-,25-,27-,28+,30-,31-/m1/s1

Standard InChI Key:  YHWGGPCMEOSBEI-KADYMUIFSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4521063

   ---

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: 666.63

Molecular Weight (Monoisotopic): 666.2160

AlogP: -1.24

#Rotatable Bonds: 13

Polar Surface Area: 229.36

Molecular Species: NEUTRAL

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 12.16

CX Basic pKa: ┄

CX LogP: 0.53

CX LogD: 0.53

Aromatic Rings: 2

Heavy Atoms: 47

QED Weighted: 0.11

Np Likeness Score: 1.42

References

1. Zhao Z, Song H, Xie J, Liu T, Zhao X, Chen X, He X, Wu S, Zhang Y, Zheng X..  (2019)  Research progress in the biological activities of 3,4,5-trimethoxycinnamic acid (TMCA) derivatives.,  173  [PMID:31009908] [10.1016/j.ejmech.2019.04.009]

Source

Source(1):

• Scientific Literature