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

ID: ALA5204984

PubChem CID: 168296181

Max Phase: Preclinical

Molecular Formula: C21H21N3O3

Molecular Weight: 363.42

Names and Identifiers

Canonical SMILES:  COc1ccccc1NC(=O)[C@]12ON=C(c3cccnc3)[C@H]1[C@@H]1CC[C@H]2C1

Standard InChI:  InChI=1S/C21H21N3O3/c1-26-17-7-3-2-6-16(17)23-20(25)21-15-9-8-13(11-15)18(21)19(24-27-21)14-5-4-10-22-12-14/h2-7,10,12-13,15,18H,8-9,11H2,1H3,(H,23,25)/t13-,15+,18-,21-/m1/s1

Standard InChI Key:  VMEHOLHTABFZJF-SWQHDHIYSA-N

Molfile:  

 
     RDKit          2D

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   -2.1309   -2.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8343   -2.4346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5440   -2.0303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5440   -1.2095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7225    0.3262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA5204984

   ---

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: 363.42

Molecular Weight (Monoisotopic): 363.1583

AlogP: 3.25

#Rotatable Bonds: 4

Polar Surface Area: 72.81

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.40

CX Basic pKa: 4.21

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.91

Np Likeness Score: -0.20

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