Ent-15-beta-acetoxymethyl-16-oxobeyeran-19-oic acid

ID: ALA4873151

PubChem CID: 164624813

Max Phase: Preclinical

Molecular Formula: C23H34O5

Molecular Weight: 390.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@@H]1C(=O)[C@@]2(C)CC[C@H]3[C@]4(C)CCC[C@@](C)(C(=O)O)[C@H]4CC[C@@]13C2

Standard InChI:  InChI=1S/C23H34O5/c1-14(24)28-12-15-18(25)20(2)10-6-17-21(3)8-5-9-22(4,19(26)27)16(21)7-11-23(15,17)13-20/h15-17H,5-13H2,1-4H3,(H,26,27)/t15-,16+,17+,20+,21-,22-,23-/m1/s1

Standard InChI Key:  FAKKAXFHAKHBIW-UQRNBJPMSA-N

Molfile:  

 
     RDKit          2D

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    1.5472   -3.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1477   -3.8944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -3.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543   -2.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8543   -2.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5472   -1.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2360   -2.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2325   -2.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9222   -3.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6199   -2.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9292   -1.6062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6234   -2.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3188   -1.6245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3303   -0.8204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6402   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9345   -0.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5488   -4.5893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7490   -3.8926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5353   -2.4020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221   -2.4062    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0308   -0.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2287   -1.2052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3088   -2.4144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0228   -1.2175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7968   -1.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6841   -3.1176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885   -3.1453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8646   -3.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6648   -3.8818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4404   -4.5310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  1  3  1  0
  4  5  1  0
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  5  1  1  0
  1  8  1  0
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  7  8  1  0
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  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
M  END

Alternative Forms

1. Parent:

   

   ALA4873151

   ---

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: 390.52

Molecular Weight (Monoisotopic): 390.2406

AlogP: 4.23

#Rotatable Bonds: 3

Polar Surface Area: 80.67

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.50

CX Basic pKa: ┄

CX LogP: 4.20

CX LogD: 1.40

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.73

Np Likeness Score: 2.42

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