(3aR,4R,7S,7aR)-N-(1H-indol-5-yl)-3-(pyridin-3-yl)-4,5,6,7-tetrahydro-4,7-methanobenzo[d]isoxazole-7a(3aH)-carboxamide

ID: ALA5204043

PubChem CID: 168293796

Max Phase: Preclinical

Molecular Formula: C22H20N4O2

Molecular Weight: 372.43

Names and Identifiers

Canonical SMILES:  O=C(Nc1ccc2[nH]ccc2c1)[C@]12ON=C(c3cccnc3)[C@H]1[C@@H]1CC[C@H]2C1

Standard InChI:  InChI=1S/C22H20N4O2/c27-21(25-17-5-6-18-13(11-17)7-9-24-18)22-16-4-3-14(10-16)19(22)20(26-28-22)15-2-1-8-23-12-15/h1-2,5-9,11-12,14,16,19,24H,3-4,10H2,(H,25,27)/t14-,16+,19-,22-/m1/s1

Standard InChI Key:  NQRCWZMGKIMWEH-KMZKHPOUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5204043

   ---

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: 372.43

Molecular Weight (Monoisotopic): 372.1586

AlogP: 3.72

#Rotatable Bonds: 3

Polar Surface Area: 79.37

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.47

CX Basic pKa: 4.21

CX LogP: 3.08

CX LogD: 3.08

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.74

Np Likeness Score: -0.24

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