2-{4-[9,15-diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3,5,7-tetraen-15-yl]butyl}-1,3-isoindolinedione

ID: ALA37717

Chembl Id: CHEMBL37717

PubChem CID: 15646176

Max Phase: Preclinical

Molecular Formula: C25H25N3O2

Molecular Weight: 399.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)N1CCCCN1C2CCC1c1c([nH]c3ccccc13)C2

Standard InChI:  InChI=1S/C25H25N3O2/c29-24-17-7-1-2-8-18(17)25(30)28(24)14-6-5-13-27-16-11-12-22(27)23-19-9-3-4-10-20(19)26-21(23)15-16/h1-4,7-10,16,22,26H,5-6,11-15H2

Standard InChI Key:  ZFVCOZSVRXMIIP-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA37717

   2-[4-(9,15-Diazatetracyclo[10.2.1.02,10.03,8]pentadeca-2(10),3,5,7-tetraen-15-yl)butyl]isoindole-1,3-dione

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: 399.49

Molecular Weight (Monoisotopic): 399.1947

AlogP: 4.31

#Rotatable Bonds: 5

Polar Surface Area: 56.41

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.24

CX LogP: 3.59

CX LogD: 2.70

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -0.52

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