ent-3-oxokaurane-16alpha,17-diol

ID: ALA4475260

PubChem CID: 155537489

Max Phase: Preclinical

Molecular Formula: C20H32O3

Molecular Weight: 320.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)C(=O)CC[C@]2(C)[C@@H]1CC[C@@]13C[C@H](CC[C@H]12)[C@@](O)(CO)C3

Standard InChI:  InChI=1S/C20H32O3/c1-17(2)14-6-9-19-10-13(20(23,11-19)12-21)4-5-15(19)18(14,3)8-7-16(17)22/h13-15,21,23H,4-12H2,1-3H3/t13-,14+,15-,18+,19-,20-/m0/s1

Standard InChI Key:  MPDUJZZNNBJFAB-OEVJXTTPSA-N

Molfile:  

 
     RDKit          2D

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    6.2346  -25.8619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0641  -28.6323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6556  -27.9173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424  -28.6296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9448  -26.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9448  -27.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6593  -26.2662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695  -26.6831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3706  -27.5088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0841  -27.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7969  -27.5069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0819  -26.2671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997  -26.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5139  -26.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5213  -25.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8035  -25.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0827  -25.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2285  -27.9227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3662  -28.3302    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3620  -25.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0770  -27.0917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5068  -27.0960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8176  -25.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9452  -26.2746    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6009  -24.4742    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3026  -24.6489    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  3  4  1  0
  5  6  1  0
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  6  3  1  0
  3  9  1  0
  8  7  1  0
  8  9  1  0
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  9 10  1  0
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 12 13  1  0
 12 17  1  0
 13 14  1  0
 15 14  1  0
 15 16  1  0
 16 17  1  0
  6 18  2  0
  9 19  1  1
  8 20  1  6
 12 21  1  1
 15  1  1  0
 13 22  1  1
  1 22  1  0
  1 23  1  0
  1 24  1  6
 23 25  1  0
 15 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4475260

   ---

Molecule Features

Natural Product: Yes

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: 320.47

Molecular Weight (Monoisotopic): 320.2351

AlogP: 3.32

#Rotatable Bonds: 1

Polar Surface Area: 57.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.69

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.78

Np Likeness Score: 3.64

References

1. Liang Y, An L, Shi Z, Zhang X, Xie C, Tuerhong M, Song Z, Ohizumi Y, Lee D, Shuai L, Xu J, Guo Y..  (2019)  Bioactive Diterpenoids from the Stems of Euphorbia antiquorum.,  82  (6): [PMID:31180680] [10.1021/acs.jnatprod.9b00134]

Source

Source(1):

• Scientific Literature