Soulieoside N

ID: ALA4475949

PubChem CID: 155537806

Max Phase: Preclinical

Molecular Formula: C35H58O10

Molecular Weight: 638.84

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(O)[C@@H]1CC[C@@](C)([C@H]2[C@@H](O)[C@H](O)[C@@]3(C)[C@@H]4[C@@H](O)C[C@H]5C(C)(C)[C@@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O)CC[C@@]56C[C@@]46CC[C@]23C)O1

Standard InChI:  InChI=1S/C35H58O10/c1-29(2)19-14-17(36)25-33(7)27(41)24(40)26(32(6)10-8-21(45-32)30(3,4)42)31(33,5)12-13-35(25)16-34(19,35)11-9-20(29)44-28-23(39)22(38)18(37)15-43-28/h17-28,36-42H,8-16H2,1-7H3/t17-,18+,19-,20-,21-,22-,23+,24+,25-,26-,27-,28-,31+,32-,33+,34+,35-/m0/s1

Standard InChI Key:  OUTFLAXHXSDNPG-GOEQMTHESA-N

Molfile:  

 
     RDKit          2D

 49 55  0  0  0  0  0  0  0  0999 V2000
   21.9006   -9.6791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6844   -9.4716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1133   -8.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4903  -15.6502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0921  -14.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6870  -15.6463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3963  -13.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3963  -14.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0935  -13.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7907  -13.7451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7854  -14.5499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4818  -14.9555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1821  -14.5590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4841  -13.3418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1815  -13.7538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1945  -12.1457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4921  -12.5410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8878  -12.5578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8826  -13.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6426  -13.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1224  -12.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6560  -12.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6998  -14.9548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1820  -15.2458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.7837  -12.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9099  -11.5521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6788  -11.3102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6881  -10.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9233  -10.2462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4448  -10.8933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2308   -8.8839    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1733  -12.9487    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.8838  -11.7436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8755  -14.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1189  -10.7730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9273  -12.9675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8844  -14.3841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4470  -13.0926    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.0028  -14.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0022  -13.7459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3011  -13.3419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6047  -13.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6047  -14.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3011  -14.9546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9039  -13.3413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3008  -15.7636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9039  -14.9553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0028  -15.3596    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.8882  -14.9703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  7  8  1  0
  7  9  1  0
  8  5  1  0
  5 11  1  0
 10  9  1  0
 10 11  1  0
 10 14  1  0
 11 12  1  0
 12 13  1  0
 13 15  1  0
 14 15  1  0
 14 17  1  0
 15 19  1  0
 18 16  1  0
 16 17  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 18  1  0
  8 23  1  1
 11 24  1  6
 10 25  1  1
 14 25  1  1
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 26  1  0
 22 26  1  0
 29  2  1  6
  2 31  1  0
 15 32  1  1
 18 33  1  1
 19 34  1  6
 26 35  1  6
 21 36  1  1
 20 37  1  6
 22 38  1  6
 23 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 39  1  0
 42 45  1  6
 44 46  1  6
 43 47  1  1
 39 48  1  6
 13 49  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4475949

   ---

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: 638.84

Molecular Weight (Monoisotopic): 638.4030

AlogP: 1.87

#Rotatable Bonds: 4

Polar Surface Area: 169.30

Molecular Species: NEUTRAL

HBA: 10

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.22

CX Basic pKa: ┄

CX LogP: 0.54

CX LogD: 0.54

Aromatic Rings: ┄

Heavy Atoms: 45

QED Weighted: 0.23

Np Likeness Score: 3.10

References

1. Wu H, Ma G, Yang Q, Zhu Y, Huang L, Tian Y, Yang X, Zhang M, Chen CH, Morris-Natschke SL, Yang M, Xu X, Lee KH..  (2019)  Discovery and synthesis of novel beesioside I derivatives with potent anti-HIV activity.,  166  [PMID:30703659] [10.1016/j.ejmech.2019.01.020]

Source

Source(1):

• Scientific Literature