1-(6-fluorobenzo[d]isoxazol-3-yl)-4-[5-fluoro-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3,5,7-tetraen-15-yl]butane

ID: ALA284163

Chembl Id: CHEMBL284163

PubChem CID: 15646191

Max Phase: Preclinical

Molecular Formula: C24H23F2N3O

Molecular Weight: 407.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Fc1ccc2c(CCCCN3C4CCC3c3c([nH]c5ccc(F)cc35)C4)noc2c1

Standard InChI:  InChI=1S/C24H23F2N3O/c25-14-5-8-19-18(11-14)24-21(27-19)13-16-6-9-22(24)29(16)10-2-1-3-20-17-7-4-15(26)12-23(17)30-28-20/h4-5,7-8,11-12,16,22,27H,1-3,6,9-10,13H2

Standard InChI Key:  RKKLLFDATFBVDR-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA284163

   6-Fluoro-3-[4-(5-fluoro-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3(8),4,6-tetraen-15-yl)butyl]-1,2-benzoxazole

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: 407.46

Molecular Weight (Monoisotopic): 407.1809

AlogP: 5.67

#Rotatable Bonds: 5

Polar Surface Area: 45.06

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 7.75

CX LogP: 4.71

CX LogD: 4.20

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.43

Np Likeness Score: -0.81

References

1. Mewshaw RE, Silverman LS, Mathew RM, Kaiser C, Sherrill RG, Cheng M, Tiffany CW, Karbon EW, Bailey MA, Borosky SA..  (1993)  Bridged gamma-carbolines and derivatives possessing selective and combined affinity for 5-HT2 and D2 receptors.,  36  (10): [PMID:8496917] [10.1021/jm00062a023]

2. Mewshaw RE, Abreu ME, Silverman LS, Mathew RM, Tiffany CW, Bailey MA, Karbon EW, Ferkany JW, Kaiser C..  (1993)  Examination of the D2/5-HT2 affinity ratios of resolved 5,6,7,8,9,10-hexahydro-7,10-iminocyclohept[b]indoles: an enantioselective approach toward the design of potential atypical antipsychotics.,  36  (21): [PMID:7901415] [10.1021/jm00073a005]

3. Mewshaw RE, Abreu ME, Silverman LS, Mathew RM, Tiffany CW, Bailey MA, Karbon EW, Ferkany JW, Kaiser C..  (1993)  Examination of the D2/5-HT2 affinity ratios of resolved 5,6,7,8,9,10-hexahydro-7,10-iminocyclohept[b]indoles: an enantioselective approach toward the design of potential atypical antipsychotics.,  36  (21): [PMID:7901415] [10.1021/jm00073a005]

4. Mewshaw RE, Abreu ME, Silverman LS, Mathew RM, Tiffany CW, Bailey MA, Karbon EW, Ferkany JW, Kaiser C..  (1993)  Examination of the D2/5-HT2 affinity ratios of resolved 5,6,7,8,9,10-hexahydro-7,10-iminocyclohept[b]indoles: an enantioselective approach toward the design of potential atypical antipsychotics.,  36  (21): [PMID:7901415] [10.1021/jm00073a005]

Source

Source(1):

• Scientific Literature