Methyl N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-oleana-2,12-dien-28-oyl]glycinate

ID: ALA2376190

PubChem CID: 72197260

Max Phase: Preclinical

Molecular Formula: C39H62BNO5

Molecular Weight: 635.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)CNC(=O)[C@]12CCC(C)(C)C[C@H]1C1=CC[C@@H]3[C@@]4(C)CC=C(B5OC(C)(C)C(C)(C)O5)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C39H62BNO5/c1-32(2)19-21-39(31(43)41-24-30(42)44-12)22-20-37(10)25(26(39)23-32)13-14-28-36(9)17-16-29(40-45-34(5,6)35(7,8)46-40)33(3,4)27(36)15-18-38(28,37)11/h13,16,26-28H,14-15,17-24H2,1-12H3,(H,41,43)/t26-,27-,28+,36-,37+,38+,39-/m0/s1

Standard InChI Key:  QVCSQXSPYGSBEG-GBTXSSAVSA-N

Molfile:  

     RDKit          2D

 49 54  0  0  0  0  0  0  0  0999 V2000
   -3.9126  -14.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1202  -13.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7056  -13.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7157  -15.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7116  -14.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4216  -14.9122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4144  -11.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4186  -11.0899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7087  -12.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2972  -12.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8301  -11.0940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1243  -10.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029  -11.8988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2972  -13.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4086  -13.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7128  -10.6689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358  -11.4985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202  -12.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004  -13.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947  -11.0775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8301  -11.9112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4045  -11.8864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0029  -13.5332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5358  -10.6854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1243   -9.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144  -13.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8383   -9.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5317  -12.3198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1144  -12.3033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5441   -9.8682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4062  -12.7242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2416  -11.0899    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004  -11.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2889  -11.4861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0124  -14.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8296  -14.2348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4215   -8.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2387   -8.7497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9947  -12.7160    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2889  -13.9377    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1202  -11.4902    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8262  -13.5286    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5719  -13.1944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116  -14.3398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2406  -10.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9478   -9.8632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9468   -9.0460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6560  -10.2710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6570  -11.0882    0.0000 C   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 17  2  0
 29 22  1  0
 30 24  1  0
  7 31  1  6
 32 17  1  0
  9 33  1  1
 10 34  1  1
 35 15  1  0
 36 15  1  0
 37 27  1  0
 38 27  1  0
 13 39  1  6
 14 40  1  6
 12 41  1  1
 11 12  1  0
 20 16  1  0
 14 10  1  0
 27 30  1  0
 26 29  2  0
 26 42  1  0
 42 43  1  0
 43  2  1  0
  2  5  1  0
  5 44  1  0
 44 42  1  0
 32 45  1  0
 45 46  1  0
 46 47  2  0
 46 48  1  0
 48 49  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2376190

   methyl 2-[[(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-carbonyl]amino]acetate

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: 635.74

Molecular Weight (Monoisotopic): 635.4721

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