N-(8-methylquercetin-3-O-[alpha-L-rhamnopyranosyl-(1->2)-[alpha-L-rhamnopyranosyl-(1->6)]-beta-D-galactopyranosyl])-3-hydroxypiperidin-2-one

ID: ALA3745910

PubChem CID: 127039668

Max Phase: Preclinical

Molecular Formula: C39H49NO22

Molecular Weight: 883.81

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](Oc3c(-c4ccc(O)c(O)c4)oc4c(CN5CCCC(O)C5=O)c(O)cc(O)c4c3=O)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)[C@@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C39H49NO22/c1-12-23(46)27(50)30(53)37(57-12)56-11-21-25(48)29(52)35(62-38-31(54)28(51)24(47)13(2)58-38)39(59-21)61-34-26(49)22-20(45)9-18(43)15(10-40-7-3-4-17(42)36(40)55)33(22)60-32(34)14-5-6-16(41)19(44)8-14/h5-6,8-9,12-13,17,21,23-25,27-31,35,37-39,41-48,50-54H,3-4,7,10-11H2,1-2H3/t12-,13-,17?,21+,23-,24-,25-,27+,28+,29-,30+,31+,35+,37+,38-,39-/m0/s1

Standard InChI Key:  SSICKYJGUJQSAL-LNYDPWEUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3745910

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 883.81

Molecular Weight (Monoisotopic): 883.2746

AlogP: -3.35

#Rotatable Bonds: 10

Polar Surface Area: 368.89

Molecular Species: ACID

HBA: 22

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.12

CX Basic pKa: ┄

CX LogP: -2.62

CX LogD: -4.01

Aromatic Rings: 3

Heavy Atoms: 62

QED Weighted: 0.09

Np Likeness Score: 1.62

References

1. Krasteva I, Bratkov V, Bucar F, Kunert O, Kollroser M, Kondeva-Burdina M, Ionkova I..  (2015)  Flavoalkaloids and Flavonoids from Astragalus monspessulanus.,  78  (11): [PMID:26558405] [10.1021/acs.jnatprod.5b00502]

Source

Source(1):

• Scientific Literature