dimethyl (2S)-2-[[2-[2,6-diacetoxy-4-[(2R,3R)-5,7-diacetoxy-2-(3,4,5-triacetoxyphenyl)chroman-3-yl]oxycarbonyl-phenoxy]acetyl]amino]pentanedioate

ID: ALA5275729

Chembl Id: CHEMBL5275729

Max Phase: Preclinical

Molecular Formula: C45H45NO23

Molecular Weight: 967.84

Names and Identifiers

Canonical SMILES:  COC(=O)CC[C@H](NC(=O)COc1c(OC(C)=O)cc(C(=O)O[C@@H]2Cc3c(OC(C)=O)cc(OC(C)=O)cc3O[C@@H]2c2cc(OC(C)=O)c(OC(C)=O)c(OC(C)=O)c2)cc1OC(C)=O)C(=O)OC

Standard InChI:  InChI=1S/C45H45NO23/c1-20(47)61-29-16-32(62-21(2)48)30-18-38(41(68-33(30)17-29)27-12-36(65-24(5)51)43(67-26(7)53)37(13-27)66-25(6)52)69-44(56)28-14-34(63-22(3)49)42(35(15-28)64-23(4)50)60-19-39(54)46-31(45(57)59-9)10-11-40(55)58-8/h12-17,31,38,41H,10-11,18-19H2,1-9H3,(H,46,54)/t31-,38+,41+/m0/s1

Standard InChI Key:  WKYJEWIDKSJWKB-MSHCONSHSA-N

Alternative Forms

1. Parent:

   

   ALA5275729

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 967.84

Molecular Weight (Monoisotopic): 967.2382

AlogP: 3.06

#Rotatable Bonds: 18

Polar Surface Area: 310.56

Molecular Species: NEUTRAL

HBA: 23

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 24

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.17

CX Basic pKa: ┄

CX LogP: 1.48

CX LogD: 1.48

Aromatic Rings: 3

Heavy Atoms: 69

QED Weighted: 0.11

Np Likeness Score: 0.57

References

1. Lee H, Jeong JH, Lee T, Chong Y, Choo H, Lee S..  (2023)  Identification of (-)-Epigallocateshin gallate derivatives promoting innate immune activation via 2',3'-cyclic GMP-AMP-stimulator of interferon genes pathway.,  90  [PMID:37182610] [10.1016/j.bmcl.2023.129325]

Source

Source(1):

• Scientific Literature