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

ID: ALA37385

Chembl Id: CHEMBL37385

PubChem CID: 44284022

Max Phase: Preclinical

Molecular Formula: C24H25FN2O

Molecular Weight: 376.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCCN1C2CCC1c1c([nH]c3ccc(F)cc13)C2)c1ccccc1

Standard InChI:  InChI=1S/C24H25FN2O/c25-17-9-11-20-19(14-17)24-21(26-20)15-18-10-12-22(24)27(18)13-5-4-8-23(28)16-6-2-1-3-7-16/h1-3,6-7,9,11,14,18,22,26H,4-5,8,10,12-13,15H2

Standard InChI Key:  FOTLRAPJUJGUCI-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA37385

   5-(5-Fluoro-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3(8),4,6-tetraen-15-yl)-1-phenylpentan-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: 376.48

Molecular Weight (Monoisotopic): 376.1951

AlogP: 5.42

#Rotatable Bonds: 6

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: 7.04

CX LogP: 4.62

CX LogD: 4.46

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -0.61

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]

Source

Source(1):

• Scientific Literature