2,2,2-Trifluoro-1-(4-{3-[4-(6-fluoro-benzo[d]isoxazol-3-yl)-piperidin-1-yl]-propoxy}-3-methoxy-phenyl)-ethanone

ID: ALA14389

PubChem CID: 10435274

Max Phase: Preclinical

Molecular Formula: C24H24F4N2O4

Molecular Weight: 480.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(C(=O)C(F)(F)F)ccc1OCCCN1CCC(c2noc3cc(F)ccc23)CC1

Standard InChI:  InChI=1S/C24H24F4N2O4/c1-32-21-13-16(23(31)24(26,27)28)3-6-19(21)33-12-2-9-30-10-7-15(8-11-30)22-18-5-4-17(25)14-20(18)34-29-22/h3-6,13-15H,2,7-12H2,1H3

Standard InChI Key:  BNRQVDABANQSQW-UHFFFAOYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA14389

   1-[4-[3-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-propoxy]-3-methoxyphenyl]-2,2,2-trifluoroethanone

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 480.46

Molecular Weight (Monoisotopic): 480.1672

AlogP: 5.37

#Rotatable Bonds: 8

Polar Surface Area: 64.80

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.89

CX LogP: 4.35

CX LogD: 3.74

Aromatic Rings: 3

Heavy Atoms: 34

QED Weighted: 0.25

Np Likeness Score: -1.16

References

1. Strupczewski JT, Bordeau KJ, Chiang Y, Glamkowski EJ, Conway PG, Corbett R, Hartman HB, Szewczak MR, Wilmot CA, Helsley GC..  (1995)  3-[[(Aryloxy)alkyl]piperidinyl]-1,2-benzisoxazoles as D2/5-HT2 antagonists with potential atypical antipsychotic activity: antipsychotic profile of iloperidone (HP 873).,  38  (7): [PMID:7707315] [10.1021/jm00007a009]

Source

Source(1):

• Scientific Literature