(2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-((2S,3R,4S,5S,6S)-3-((2R,3R,4S,5S,6S)-6-((S)-1-carboxy-3-methoxy-3-oxopropylcarbamoyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yloxy)-6-((S)-1,4-dimethoxy-1,4-dioxobutan-2-ylcarbamoyl)-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-carboxylic acid

ID: ALA4514133

PubChem CID: 155539265

Max Phase: Preclinical

Molecular Formula: C53H78N2O22

Molecular Weight: 1095.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C[C@H](NC(=O)[C@H]1O[C@@H](O[C@H]2[C@@H](O[C@H]3CC[C@]4(C)[C@H]5C(=O)C=C6[C@@H]7C[C@@](C)(C(=O)O)CC[C@]7(C)CC[C@@]6(C)[C@]5(C)CC[C@H]4C3(C)C)O[C@H](C(=O)N[C@@H](CC(=O)OC)C(=O)OC)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)C(=O)O

Standard InChI:  InChI=1S/C53H78N2O22/c1-48(2)28-11-14-53(7)40(27(56)19-23-24-22-50(4,47(69)70)16-15-49(24,3)17-18-52(23,53)6)51(28,5)13-12-29(48)74-46-39(35(62)34(61)38(76-46)42(65)55-26(44(68)73-10)21-31(58)72-9)77-45-36(63)32(59)33(60)37(75-45)41(64)54-25(43(66)67)20-30(57)71-8/h19,24-26,28-29,32-40,45-46,59-63H,11-18,20-22H2,1-10H3,(H,54,64)(H,55,65)(H,66,67)(H,69,70)/t24-,25-,26-,28-,29-,32-,33-,34-,35-,36+,37-,38-,39+,40+,45-,46-,49+,50-,51-,52+,53+/m0/s1

Standard InChI Key:  VPTMVRNJEKCDRN-QBSWQHCLSA-N

Molfile:  

 
     RDKit          2D

 82 88  0  0  0  0  0  0  0  0999 V2000
   16.1321  -16.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5500  -17.3327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9594  -16.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6485  -22.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2431  -21.3955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8290  -22.1045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5356  -20.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5356  -20.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2467  -19.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9537  -20.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9502  -20.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6582  -21.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3740  -20.9960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6651  -19.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3737  -20.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3904  -18.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6704  -18.9331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0990  -18.9497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0852  -19.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7848  -20.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5026  -19.7930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8123  -18.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5159  -18.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2349  -18.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2565  -17.7650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8278  -17.7308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9464  -19.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3655  -19.3516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0919  -19.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5476  -15.9062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9609  -18.5165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0771  -20.5887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8222  -21.3998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1085  -20.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1104  -20.1667    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4008  -19.7533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6849  -20.1638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6832  -20.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3974  -21.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4036  -18.9300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6915  -18.5180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9728  -19.7476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9684  -21.3955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3971  -22.2252    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6834  -22.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9735  -22.2212    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2619  -22.6312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2574  -23.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9706  -23.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6884  -23.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5541  -22.2146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5575  -21.3913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5463  -23.8616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4023  -23.8685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9676  -24.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6768  -21.8133    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2348  -20.5721    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6580  -20.5763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0936  -18.1353    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8421  -22.6197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1139  -18.5220    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1157  -17.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8260  -17.2947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8278  -16.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4072  -17.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4090  -16.4725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6969  -17.6997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1353  -22.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4233  -22.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7165  -22.1968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1404  -21.3865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8524  -20.9814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4336  -20.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1035  -21.8041    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5364  -16.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1210  -16.0654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1228  -15.2482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9900  -17.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0062  -22.6009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7216  -21.3796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3011  -22.1879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7766  -16.6109    0.0000 O   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
 62 61  1  6
 62 63  1  0
 63 64  1  0
 62 65  1  0
 65 66  2  0
 65 67  1  0
 68 60  1  1
 68 69  1  0
 69 70  1  0
 68 71  1  0
 71 72  2  0
 71 73  1  0
 34 74  1  1
 64 75  2  0
 64 76  1  0
 76 77  1  0
 67 78  1  0
 70 79  1  0
 70 80  2  0
 79 81  1  0
  3 82  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514133

   ---

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: 1095.20

Molecular Weight (Monoisotopic): 1094.5046

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

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