Ent-16-oxo-15-beta-((3,4,5-trimethoxybenzoyl)oxy)methylbeyeran-19-oic acid

ID: ALA4874122

PubChem CID: 164626750

Max Phase: Preclinical

Molecular Formula: C31H42O8

Molecular Weight: 542.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)OC[C@@H]2C(=O)[C@@]3(C)CC[C@H]4[C@]5(C)CCC[C@@](C)(C(=O)O)[C@H]5CC[C@@]24C3)cc(OC)c1OC

Standard InChI:  InChI=1S/C31H42O8/c1-28-12-8-23-29(2)10-7-11-30(3,27(34)35)22(29)9-13-31(23,17-28)19(25(28)32)16-39-26(33)18-14-20(36-4)24(38-6)21(15-18)37-5/h14-15,19,22-23H,7-13,16-17H2,1-6H3,(H,34,35)/t19-,22+,23+,28+,29-,30-,31-/m1/s1

Standard InChI Key:  LEGVAKWIVKEGNR-NTXRIGQESA-N

Molfile:  

 
     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
   21.6716  -13.1163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2720  -13.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0768  -13.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9787  -11.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9787  -12.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6716  -11.5067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3686  -11.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3652  -12.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0548  -13.1212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7566  -12.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0618  -11.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7601  -11.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4596  -11.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4712  -10.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7770  -10.3071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0671  -10.7049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6731  -14.5111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8816  -13.8103    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6597  -12.3115    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.0547  -12.3157    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   25.1716  -10.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3613  -11.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4497  -12.3239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1637  -11.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9460  -10.9158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8291  -13.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6335  -13.0589    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.0096  -13.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8139  -13.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5854  -14.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1918  -14.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9953  -14.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4244  -13.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0399  -13.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2375  -13.1148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2313  -13.8806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6055  -14.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4621  -12.4533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2665  -12.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3717  -15.2457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.9404  -15.9289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  1  3  1  0
  4  5  1  0
  4  6  1  0
  5  1  1  0
  1  8  1  0
  7  6  1  0
  7  8  1  0
  7 11  1  0
  8  9  1  0
  9 10  1  0
 10 12  1  0
 11 12  1  0
 11 16  1  0
 12 13  1  1
 13 14  1  0
 14 15  1  0
 15 16  1  0
  3 17  1  0
  3 18  2  0
  8 19  1  1
 11 20  1  1
 14 21  1  1
  7 22  1  6
 12 23  1  0
 14 24  1  0
 23 24  1  0
 24 25  2  0
 23 26  1  1
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 29  1  0
 33 36  1  0
 36 37  1  0
 34 38  1  0
 38 39  1  0
 32 40  1  0
 40 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874122

   ---

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: 542.67

Molecular Weight (Monoisotopic): 542.2880

AlogP: 5.55

#Rotatable Bonds: 7

Polar Surface Area: 108.36

Molecular Species: ACID

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.50

CX Basic pKa: ┄

CX LogP: 5.79

CX LogD: 2.98

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.45

Np Likeness Score: 1.63

References

1. Zhang H, Liu B, Xu G, Xu C, Ou E, Liu J, Sun X, Zhao Y..  (2021)  Synthesis and in vivo screening of isosteviol derivatives as new cardioprotective agents.,  219  [PMID:33862515] [10.1016/j.ejmech.2021.113396]

Source

Source(1):

• Scientific Literature