6-oxo-N'-[(1R,2E,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-ylidene]-3,4,6,6a,7,8-hexahydro-2H-8,10a-epoxy[1,3]oxazino[2,3-a]isoindole-7(10bH)-carbohydrazide

ID: ALA4537459

PubChem CID: 155548313

Max Phase: Preclinical

Molecular Formula: C23H31N3O4

Molecular Weight: 413.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC12C=CC3(O1)C(C(=O)N1CCCOC13)C2C(=O)N/N=C1\C[C@H]2CC[C@]1(C)C2(C)C

Standard InChI:  InChI=1S/C23H31N3O4/c1-20(2)13-6-7-21(20,3)14(12-13)24-25-17(27)15-16-18(28)26-10-5-11-29-19(26)23(16)9-8-22(15,4)30-23/h8-9,13,15-16,19H,5-7,10-12H2,1-4H3,(H,25,27)/b24-14+/t13-,15?,16?,19?,21+,22?,23?/m1/s1

Standard InChI Key:  NHVYYPBQUMPCMS-WPIUZBFDSA-N

Molfile:  

 
     RDKit          2D

 31 36  0  0  0  0  0  0  0  0999 V2000
    9.8660   -3.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1088   -4.0285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1750   -3.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8660   -4.9372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1750   -4.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5568   -3.7353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5568   -4.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8660   -2.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9547   -3.7772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9840   -4.3425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8576   -5.7956    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4531   -3.3243    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7388   -3.7340    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0253   -3.3229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3112   -3.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0262   -2.4980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8873   -3.7259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8823   -4.5512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3140   -4.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5979   -4.9702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9256   -5.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7329   -4.9436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2972   -4.1918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5862   -3.3166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5820   -2.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5912   -5.8691    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7709   -5.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2835   -6.4404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6156   -7.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4360   -7.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9242   -6.6201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  1  1  0
  7  6  1  0
  1  8  1  1
  9  2  1  0
 10  2  1  0
  4 11  1  1
  4  5  1  0
  7  4  1  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 24  1  0
 15 19  1  0
 24 17  1  0
 17 18  2  0
 18 20  1  0
 19 20  1  0
 20 27  1  0
 26 21  1  0
 21 19  1  0
 21 22  2  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4537459

   ---

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: 413.52

Molecular Weight (Monoisotopic): 413.2315

AlogP: 2.22

#Rotatable Bonds: 2

Polar Surface Area: 80.23

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.80

CX Basic pKa: 1.53

CX LogP: 1.80

CX LogD: 1.80

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.56

Np Likeness Score: 0.72

References

1. Kovaleva KS, Zubkov FI, Bormotov NI, Novikov RA, Dorovatovskii PV, Khrustalev VN, Gatilov YV, Zarubaev VV, Yarovaya OI, Shishkina LN, Salakhutdinov NF..  (2018)  Synthesis of d-(+)-camphor-based N-acylhydrazones and their antiviral activity.,  9  (12): [PMID:30746065] [10.1039/C8MD00442K]

Source

Source(1):

• Scientific Literature