Methyl 3-thiosemicarbazone-18beta-olean-12-en-30-oate

ID: ALA4875980

PubChem CID: 164626350

Max Phase: Preclinical

Molecular Formula: C32H51N3O2S

Molecular Weight: 541.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]1(C)CC[C@]2(C)CC[C@]3(C)C(=CCC4[C@@]5(C)CC/C(=N\NC(N)=S)C(C)(C)C5CC[C@]43C)C2C1

Standard InChI:  InChI=1S/C32H51N3O2S/c1-27(2)22-11-14-32(7)23(30(22,5)13-12-24(27)34-35-26(33)38)10-9-20-21-19-29(4,25(36)37-8)16-15-28(21,3)17-18-31(20,32)6/h9,21-23H,10-19H2,1-8H3,(H3,33,35,38)/b34-24+/t21?,22?,23?,28-,29+,30+,31-,32-/m1/s1

Standard InChI Key:  YQXWGFAAMGUMRY-UTSBTVHZSA-N

Molfile:  

 
     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
   13.1819   -5.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1819   -3.9250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8872   -4.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8882   -5.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5925   -5.5603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3003   -5.1531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5904   -3.9260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3012   -4.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3000   -2.6978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5867   -3.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0107   -3.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0096   -3.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7160   -4.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4280   -3.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7181   -2.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4285   -3.1149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1419   -2.7110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1511   -1.8874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4408   -1.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7212   -1.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0154   -0.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8556   -0.8832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7961   -0.0960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5963   -6.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7561   -6.1372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8799   -3.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2955   -3.5164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0054   -4.7463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1309   -3.5205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8067   -1.0870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3789   -0.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4766   -5.1549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4721   -4.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7706   -5.5665    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0612   -5.1609    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3552   -5.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6458   -5.1668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3587   -6.3896    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 33  2  1  0
 32  1  1  0
  1  4  1  0
  3  2  1  0
  3  4  1  0
  3  7  1  0
  4  5  1  0
  5  6  1  0
  6  8  1  0
  7  8  1  0
  7 10  1  0
  8 12  1  0
 11  9  2  0
  9 10  1  0
 11 12  1  0
 11 15  1  0
 12 13  1  0
 13 14  1  0
 14 16  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  1
 19 22  1  0
 21 23  2  0
  1 24  1  0
  1 25  1  0
  3 26  1  1
  8 27  1  1
 12 28  1  6
 16 29  1  1
 21 30  1  0
 30 31  1  0
 33 32  1  0
 32 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875980

   ---

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: 541.85

Molecular Weight (Monoisotopic): 541.3702

AlogP: 7.15

#Rotatable Bonds: 2

Polar Surface Area: 76.71

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.72

CX Basic pKa: 2.40

CX LogP: 7.28

CX LogD: 7.28

Aromatic Rings: ┄

Heavy Atoms: 38

QED Weighted: 0.17

Np Likeness Score: 2.16

References

1. Baltina LA, Lai HC, Liu YC, Huang SH, Hour MJ, Baltina LA, Nugumanov TR, Borisevich SS, Khalilov LM, Petrova SF, Khursan SL, Lin CW..  (2021)  Glycyrrhetinic acid derivatives as Zika virus inhibitors: Synthesis and antiviral activity in vitro.,  41  [PMID:34022526] [10.1016/j.bmc.2021.116204]

Source

Source(1):

• Scientific Literature