4-[5-fluoro-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3,5,7-tetraen-15-yl]-1-(4-fluorophenyl)-1-butanone

ID: ALA38151

Chembl Id: CHEMBL38151

PubChem CID: 15646133

Max Phase: Preclinical

Molecular Formula: C23H22F2N2O

Molecular Weight: 380.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCN1C2CCC1c1c([nH]c3ccc(F)cc13)C2)c1ccc(F)cc1

Standard InChI:  InChI=1S/C23H22F2N2O/c24-15-5-3-14(4-6-15)22(28)2-1-11-27-17-8-10-21(27)23-18-12-16(25)7-9-19(18)26-20(23)13-17/h3-7,9,12,17,21,26H,1-2,8,10-11,13H2

Standard InChI Key:  SWEUQJQJCWSLBM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA38151

   4-(5-Fluoro-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3(8),4,6-tetraen-15-yl)-1-(4-fluorophenyl)butan-1-one

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: 380.44

Molecular Weight (Monoisotopic): 380.1700

AlogP: 5.17

#Rotatable Bonds: 5

Polar Surface Area: 36.10

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.85

CX LogP: 4.31

CX LogD: 4.21

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.62

Np Likeness Score: -0.68

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