(3aR,4R,7S,7aR)-3-(pyridin-3-yl)-N-(pyrimidin-2-yl)-4,5,6,7-tetrahydro-4,7-methanobenzo[d]isoxazole-7a(3aH)-carboxamide

ID: ALA5203488

PubChem CID: 168293046

Max Phase: Preclinical

Molecular Formula: C18H17N5O2

Molecular Weight: 335.37

Names and Identifiers

Canonical SMILES:  O=C(Nc1ncccn1)[C@]12ON=C(c3cccnc3)[C@H]1[C@@H]1CC[C@H]2C1

Standard InChI:  InChI=1S/C18H17N5O2/c24-16(22-17-20-7-2-8-21-17)18-13-5-4-11(9-13)14(18)15(23-25-18)12-3-1-6-19-10-12/h1-3,6-8,10-11,13-14H,4-5,9H2,(H,20,21,22,24)/t11-,13+,14-,18-/m1/s1

Standard InChI Key:  NNFSUSXMQQHKTB-BFPDHSSHSA-N

Molfile:  

 
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   -1.7396   -2.0520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4519   -2.4652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1704   -2.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2559   -0.3876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2162    0.2679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5078    1.7713    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9231    2.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552    2.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7589    1.0507    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7592   -0.3706    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158   -1.2425    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:

   

   ALA5203488

   ---

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: 335.37

Molecular Weight (Monoisotopic): 335.1382

AlogP: 2.03

#Rotatable Bonds: 3

Polar Surface Area: 89.36

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.66

CX Basic pKa: 4.21

CX LogP: 1.74

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.93

Np Likeness Score: -0.15

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