Methyl 8-Fluoro-1-hydroxy-7-(2-(((3aR,4R,5R,7S,8S,9-R,9aS,12R)-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl)oxy)-2-oxoethoxy)benzo[d][1,2,3]diazaborinine-2(1H)-carboxylate

ID: ALA4533414

PubChem CID: 141644089

Max Phase: Preclinical

Molecular Formula: C31H40BFN2O8

Molecular Weight: 598.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C[C@]1(C)C[C@@H](OC(=O)COc2ccc3c(c2F)B(O)N(C(=O)OC)N=C3)[C@]2(C)[C@H](C)CC[C@]3(CCC(=O)[C@H]32)[C@@H](C)[C@@H]1O

Standard InChI:  InChI=1S/C31H40BFN2O8/c1-7-29(4)14-22(30(5)17(2)10-12-31(18(3)27(29)38)13-11-20(36)26(30)31)43-23(37)16-42-21-9-8-19-15-34-35(28(39)41-6)32(40)24(19)25(21)33/h7-9,15,17-18,22,26-27,38,40H,1,10-14,16H2,2-6H3/t17-,18+,22-,26+,27+,29-,30+,31+/m1/s1

Standard InChI Key:  RLPGCEYCOKSIAF-CZSVTYOUSA-N

Molfile:  

 
     RDKit          2D

 44 48  0  0  0  0  0  0  0  0999 V2000
   13.7738  -13.8908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7697  -13.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6123  -14.3323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1998  -15.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6072  -15.6610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4559  -15.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6522  -14.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0066  -14.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9204  -15.6709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6595  -16.0252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4840  -14.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8406  -15.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6218  -14.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7482  -14.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0450  -13.7458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1977  -15.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2171  -15.6628    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4611  -13.5523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9401  -14.4907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2332  -14.9008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0680  -15.4771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0214  -16.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6505  -16.8423    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9383  -17.2432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9294  -18.0603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2352  -16.8268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2172  -18.4611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8580  -16.3686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2083  -19.2782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4974  -19.6752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9122  -19.6885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9064  -20.5036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1907  -20.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4839  -20.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7723  -20.8951    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
   10.7613  -21.7156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4680  -22.1338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1859  -21.7314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0696  -20.4780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7961  -19.2558    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.0487  -22.1156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3460  -21.6985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0388  -22.9328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3262  -23.3328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6
  3  4  1  0
  4  5  1  0
  5  6  1  0
  7  8  1  0
  8  1  1  0
  7  9  1  0
  9 10  1  0
 10  6  1  0
  6 12  1  0
 11  1  1  0
 11  3  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11 15  1  1
 13 16  2  0
 12 17  1  6
  8 18  1  1
  7 19  1  0
 19 20  2  0
  7 21  1  6
  5 22  1  6
 10 23  1  6
 23 24  1  0
 24 25  1  0
 24 26  2  0
 25 27  1  0
  6 28  1  1
 27 29  1  0
 29 30  2  0
 30 34  1  0
 32 31  2  0
 31 29  1  0
 32 33  1  0
 33 34  2  0
 33 38  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 35 39  1  0
 30 40  1  0
 36 41  1  0
 41 42  2  0
 41 43  1  0
 43 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4533414

   ---

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: 598.48

Molecular Weight (Monoisotopic): 598.2862

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. Jacobs RT, Lunde CS, Freund YR, Hernandez V, Li X, Xia Y, Carter DS, Berry PW, Halladay J, Rock F, Stefanakis R, Easom E, Plattner JJ, Ford L, Johnston KL, Cook DAN, Clare R, Cassidy A, Myhill L, Tyrer H, Gamble J, Guimaraes AF, Steven A, Lenz F, Ehrens A, Frohberger SJ, Koschel M, Hoerauf A, Hübner MP, McNamara CW, Bakowski MA, Turner JD, Taylor MJ, Ward SA..  (2019)  Boron-Pleuromutilins as Anti- Wolbachia Agents with Potential for Treatment of Onchocerciasis and Lymphatic Filariasis.,  62  (5): [PMID:30730745] [10.1021/acs.jmedchem.8b01854]

Source

Source(1):

• Scientific Literature