1-benzo[b]thiophen-2-yl-4-[9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3,5,7-tetraen-15-yl]butane

ID: ALA289563

Chembl Id: CHEMBL289563

PubChem CID: 44283903

Max Phase: Preclinical

Molecular Formula: C25H26N2S

Molecular Weight: 386.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  c1ccc2sc(CCCCN3C4CCC3c3c([nH]c5ccccc35)C4)cc2c1

Standard InChI:  InChI=1S/C25H26N2S/c1-4-11-24-17(7-1)15-19(28-24)8-5-6-14-27-18-12-13-23(27)25-20-9-2-3-10-21(20)26-22(25)16-18/h1-4,7,9-11,15,18,23,26H,5-6,8,12-14,16H2

Standard InChI Key:  NFZHTJRJDDMXHV-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA289563

   15-[4-(1-Benzothiophen-2-yl)butyl]-9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3,5,7-tetraene

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: 386.56

Molecular Weight (Monoisotopic): 386.1817

AlogP: 6.47

#Rotatable Bonds: 5

Polar Surface Area: 19.03

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.18

CX LogP: 6.18

CX LogD: 5.34

Aromatic Rings: 4

Heavy Atoms: 28

QED Weighted: 0.39

Np Likeness Score: -0.78

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