3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-oleana-2,12-diene-28-nitrile

ID: ALA2376197

PubChem CID: 72197440

Max Phase: Preclinical

Molecular Formula: C36H56BNO2

Molecular Weight: 545.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CC[C@]2(C#N)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC=C(B6OC(C)(C)C(C)(C)O6)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C36H56BNO2/c1-29(2)18-20-36(23-38)21-19-34(10)24(25(36)22-29)12-13-27-33(9)16-15-28(37-39-31(5,6)32(7,8)40-37)30(3,4)26(33)14-17-35(27,34)11/h12,15,25-27H,13-14,16-22H2,1-11H3/t25-,26-,27+,33-,34+,35+,36+/m0/s1

Standard InChI Key:  RYPKGWRRZPYLNY-DLMKDUMGSA-N

Molfile:  

     RDKit          2D

 43 48  0  0  0  0  0  0  0  0999 V2000
   12.6623  -31.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4548  -31.6847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8763  -31.1037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8592  -33.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8634  -32.3946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1536  -32.7996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9894  -29.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9935  -28.9773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2836  -30.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8721  -30.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4050  -28.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6993  -28.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5779  -29.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8721  -31.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1664  -31.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2877  -28.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1108  -29.3859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6951  -30.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2754  -31.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5696  -28.9649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4050  -29.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1705  -29.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5779  -31.4206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1108  -28.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6993  -27.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4606  -31.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4133  -27.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4606  -30.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1190  -27.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9811  -30.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2754  -29.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8639  -29.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5626  -32.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7454  -32.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9964  -26.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8136  -26.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8639  -31.8251    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.6951  -29.3776    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7526  -31.4160    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   14.0043  -31.0818    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6647  -32.2272    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5737  -30.6034    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.8165  -29.7903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  5  4  1  0
  6  5  1  0
  8  7  1  0
  9  7  1  0
 10 13  1  0
 11 21  1  0
 12  8  1  0
 13  9  1  0
 14 23  1  0
 15 14  1  0
 16  8  2  0
 11 17  1  1
 18  7  1  0
 19  9  1  0
 20 13  1  0
 21 18  1  0
 22 10  1  0
 23 19  1  0
 24 11  1  0
 25 12  1  0
 26 15  1  0
 27 25  1  0
 28 22  1  0
 29 24  1  0
  7 30  1  6
  9 31  1  1
 10 32  1  1
 33 15  1  0
 34 15  1  0
 35 27  1  0
 36 27  1  0
 14 37  1  6
 12 38  1  1
 11 12  1  0
 20 16  1  0
 14 10  1  0
 27 29  1  0
 26 28  2  0
 26 39  1  0
 39 40  1  0
 40  2  1  0
  2  5  1  0
  5 41  1  0
 41 39  1  0
 13 42  1  6
 17 43  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2376197

   (4aS,6aR,6aS,6bR,8aR,12aS,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,4,5,6,6a,7,8,8a,12,13,14b-dodecahydropicene-4a-carbonitrile

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 545.66

Molecular Weight (Monoisotopic): 545.4404

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. Moreira VM, Salvador JA, Simões S, Destro F, Gavioli R..  (2013)  Novel oleanolic vinyl boronates: synthesis and antitumor activity.,  63  [PMID:23455056] [10.1016/j.ejmech.2013.01.040]

Source

Source(1):

• Scientific Literature