2-((5R,8S,8aS)-3,8-Dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)-N-(1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-5-yl)acrylamide

ID: ALA4446257

PubChem CID: 155518711

Max Phase: Preclinical

Molecular Formula: C22H26BNO4

Molecular Weight: 379.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C(=O)Nc1ccc2c(c1)COB2O)[C@@H]1CC[C@H](C)[C@@H]2CC(=O)C(C)=C2C1

Standard InChI:  InChI=1S/C22H26BNO4/c1-12-4-5-15(9-19-14(3)21(25)10-18(12)19)13(2)22(26)24-17-6-7-20-16(8-17)11-28-23(20)27/h6-8,12,15,18,27H,2,4-5,9-11H2,1,3H3,(H,24,26)/t12-,15+,18-/m0/s1

Standard InChI Key:  JMVFRAAAJNBEQG-PNPHSEOMSA-N

Molfile:  

 
     RDKit          2D

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    4.8142   -9.3819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9926  -10.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431  -10.8188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699  -10.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1337  -10.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3277   -9.3652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6251   -8.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968   -9.4676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3112  -10.2302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1941   -9.2734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8785  -10.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3200   -8.5377    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0800   -8.1895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8205  -11.5723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3484  -12.2499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6435  -11.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9941  -12.3901    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1156  -10.9649    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8169  -12.4603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1632  -13.2091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034  -11.8512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2824  -11.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4583  -12.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9899  -13.2800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4902  -13.9350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2680  -13.6616    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2481  -12.8375    0.0000 B   0  0  0  0  0  0  0  0  0  0  0  0
    9.9043  -12.3362    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0
  1  2  1  0
  2  3  1  0
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  4  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10  6  2  0
  9 11  2  0
 10 12  1  0
  7 13  1  6
  1 14  1  1
  5 15  1  1
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  2  0
 21 25  1  0
 24 22  1  0
 22 23  2  0
 23 20  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 24  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446257

   ---

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: 379.27

Molecular Weight (Monoisotopic): 379.1955

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. Li G, Obul M, Zhao JY, Liu GY, Lu W, Aisa HA..  (2019)  Novel amides modified rupestonic acid derivatives as anti-influenza virus reagents.,  29  (19): [PMID:31439378] [10.1016/j.bmcl.2019.08.009]

Source

Source(1):

• Scientific Literature