(3aR,4R,7S,7aR)-N-phenyl-3-(pyridin-3-yl)-4,5,6,7-tetrahydro-4,7-methanobenzo[d]isoxazole-7a(3aH)-carboxamide

ID: ALA5196053

PubChem CID: 168285887

Max Phase: Preclinical

Molecular Formula: C20H19N3O2

Molecular Weight: 333.39

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccccc1)[C@]12ON=C(c3cccnc3)[C@H]1[C@@H]1CC[C@H]2C1

Standard InChI:  InChI=1S/C20H19N3O2/c24-19(22-16-6-2-1-3-7-16)20-15-9-8-13(11-15)17(20)18(23-25-20)14-5-4-10-21-12-14/h1-7,10,12-13,15,17H,8-9,11H2,(H,22,24)/t13-,15+,17-,20-/m1/s1

Standard InChI Key:  QDORZDUKJUVVTR-YBLQJDFOSA-N

Molfile:  

 
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   -2.4341   -2.4473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270   -2.0373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270   -1.2155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4967    0.3279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9095    1.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4967    1.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9091    2.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7352    2.4710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7389    1.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5196053

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 333.39

Molecular Weight (Monoisotopic): 333.1477

AlogP: 3.24

#Rotatable Bonds: 3

Polar Surface Area: 63.58

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.63

CX Basic pKa: 4.21

CX LogP: 2.99

CX LogD: 2.99

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.94

Np Likeness Score: -0.13

References

1. Yin L, Pan Y, Xue Y, Chen X, You T, Huang J, Xu Q, Hu Q..  (2022)  Design, Synthesis, and Biological Evaluations of Pyridyl 4,5,6,7-Tetrahydro-4,7-Methanobenzo[d]isoxazoles as Potent and Selective Inhibitors of 11β-Hydroxylase.,  65  (17.0): [PMID:35975976] [10.1021/acs.jmedchem.2c01037]

Source

Source(1):

• Scientific Literature