(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-methyl 10-((2S,3R,4S,5S,6S)-6-(hydrazinecarbonyl)-3-((2R,3R,4S,5S,6S)-6-(hydrazinecarbonyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yloxy)-4,5-dihydroxytetrahydro-2H-pyran-2-yloxy)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

ID: ALA4531080

PubChem CID: 155546053

Max Phase: Preclinical

Molecular Formula: C43H68N4O14

Molecular Weight: 865.03

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]1(C)CC[C@]2(C)CC[C@]3(C)C(=CC(=O)[C@@H]4[C@@]5(C)CC[C@H](O[C@H]6O[C@H](C(=O)NN)[C@@H](O)[C@H](O)[C@H]6O[C@@H]6O[C@H](C(=O)NN)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C43H68N4O14/c1-38(2)22-9-12-43(7)32(21(48)17-19-20-18-40(4,37(56)57-8)14-13-39(20,3)15-16-42(19,43)6)41(22,5)11-10-23(38)58-36-31(27(52)26(51)30(60-36)34(55)47-45)61-35-28(53)24(49)25(50)29(59-35)33(54)46-44/h17,20,22-32,35-36,49-53H,9-16,18,44-45H2,1-8H3,(H,46,54)(H,47,55)/t20-,22-,23-,24-,25-,26-,27-,28+,29-,30-,31+,32+,35-,36-,39+,40-,41-,42+,43+/m0/s1

Standard InChI Key:  PQBITFIHFKWRFS-UIOGXPPZSA-N

Molfile:  

 
     RDKit          2D

 66 72  0  0  0  0  0  0  0  0999 V2000
   13.4783   -2.6091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8962   -3.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3056   -2.6066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9947   -8.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5893   -7.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1752   -8.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8818   -6.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8818   -6.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5929   -5.7410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2999   -6.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2964   -6.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0043   -7.3925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7202   -6.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0113   -5.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7199   -6.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7366   -4.5245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0166   -4.9253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4452   -4.9419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4314   -5.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1310   -6.1829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8488   -5.7852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1585   -4.5437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8621   -4.9700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5811   -4.5795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6027   -3.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1740   -3.7229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2926   -5.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7117   -5.3438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4381   -5.5507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8938   -1.8984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3071   -4.5087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4233   -6.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1684   -7.3920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4547   -6.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4566   -6.1589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7470   -5.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0311   -6.1560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0294   -6.9802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7436   -7.3940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7498   -4.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0377   -4.5102    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3190   -5.7398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3146   -7.3876    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7433   -8.2174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0296   -8.6308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196   -8.2134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6081   -8.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036   -9.4471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3168   -9.8591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0346   -9.4516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9003   -8.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9037   -7.3835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8924   -9.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7485   -9.8607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3138  -10.6824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0229   -7.8055    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5810   -6.5643    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0042   -6.5685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4398   -4.1275    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1883   -8.6119    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4601   -4.5141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4496   -7.7963    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1228   -2.6031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5283   -1.8937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4619   -3.6970    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4832   -8.1989    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  1
  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  2  0
 16 17  1  0
 18 19  1  0
 18 22  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 22 23  1  0
 22 26  1  0
 23 24  1  0
 24 25  1  0
 25  2  1  0
  2 26  1  0
 10 27  1  1
 15 28  1  1
 23 29  1  1
  3 30  2  0
 17 31  2  0
 19 32  1  6
  8 33  1  1
 34 33  1  0
 34 35  1  0
 34 39  1  0
 36 35  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 36 40  1  1
 40 41  2  0
 37 42  1  6
 38 43  1  1
 39 44  1  6
 44 45  1  0
 45 46  1  0
 45 50  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 47 51  1  1
 51 52  2  0
 48 53  1  6
 50 54  1  6
 49 55  1  1
 45 56  1  6
 11 57  1  6
 14 58  1  6
 22 59  1  1
 51 60  1  0
 40 61  1  0
 34 62  1  1
  3 63  1  0
 63 64  1  0
 61 65  1  0
 60 66  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4531080

   ---

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: 865.03

Molecular Weight (Monoisotopic): 864.4732

AlogP: 0.14

#Rotatable Bonds: 7

Polar Surface Area: 291.68

Molecular Species: NEUTRAL

HBA: 16

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.33

CX Basic pKa: 3.21

CX LogP: 1.07

CX LogD: 1.07

Aromatic Rings: ┄

Heavy Atoms: 61

QED Weighted: 0.05

Np Likeness Score: 2.19

References

1. Baltina LA, Tasi YT, Huang SH, Lai HC, Baltina LA, Petrova SF, Yunusov MS, Lin CW..  (2019)  Glycyrrhizic acid derivatives as Dengue virus inhibitors.,  29  (20): [PMID:31519375] [10.1016/j.bmcl.2019.126645]

Source

Source(1):

• Scientific Literature