4-[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: ALA36645

Chembl Id: CHEMBL36645

PubChem CID: 15149406

Max Phase: Preclinical

Molecular Formula: C23H23FN2O

Molecular Weight: 362.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(CCCN1C2CCC1c1c([nH]c3ccccc13)C2)c1ccc(F)cc1

Standard InChI:  InChI=1S/C23H23FN2O/c24-16-9-7-15(8-10-16)22(27)6-3-13-26-17-11-12-21(26)23-18-4-1-2-5-19(18)25-20(23)14-17/h1-2,4-5,7-10,17,21,25H,3,6,11-14H2

Standard InChI Key:  CEDSKJUGADVONS-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA36645

   4-(9,15-Diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3,5,7-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: 362.45

Molecular Weight (Monoisotopic): 362.1794

AlogP: 5.03

#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: 7.47

CX LogP: 4.17

CX LogD: 3.83

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -0.69

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, Sherrill RG, Mathew RM, Kaiser C, Bailey MA, Karbon EW..  (1993)  Synthesis and in vitro evaluation of 5,6,7,8,9,10-hexahydro-7,10-iminocyclohept[b]indoles: high-affinity ligands for the N,N'-di-o-tolylguanidine-labeled sigma binding site.,  36  (3): [PMID:8426363] [10.1021/jm00055a005]

Source

Source(1):

• Scientific Literature