(R)-9-ethyl-1,3,4,10b-tetrahydro-7-trifluoromethylpyrazino-[2,1-a]isoindol-6(2H)-one

ID: ALA221113

Chembl Id: CHEMBL221113

Cas Number: 850033-84-0

PubChem CID: 11302765

Max Phase: Preclinical

Molecular Formula: C14H15F3N2O

Molecular Weight: 284.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCc1cc2c(c(C(F)(F)F)c1)C(=O)N1CCNC[C@@H]21

Standard InChI:  InChI=1S/C14H15F3N2O/c1-2-8-5-9-11-7-18-3-4-19(11)13(20)12(9)10(6-8)14(15,16)17/h5-6,11,18H,2-4,7H2,1H3/t11-/m0/s1

Standard InChI Key:  AZBGLEQDAYJKBP-NSHDSACASA-N

Alternative Forms

1. Parent:

   

   ALA221113

   (R)-9-ethyl-1,3,4,10b-tetrahydro-7-trifluoromethylpyrazino-[2,1-a]isoindol-6(2H)-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: 284.28

Molecular Weight (Monoisotopic): 284.1136

AlogP: 2.37

#Rotatable Bonds: 1

Polar Surface Area: 32.34

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.49

CX Basic pKa: 7.27

CX LogP: 2.38

CX LogD: 2.14

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: -0.23

References

1. Wacker DA, Varnes JG, Malmstrom SE, Cao X, Hung CP, Ung T, Wu G, Zhang G, Zuvich E, Thomas MA, Keim WJ, Cullen MJ, Rohrbach KW, Qu Q, Narayanan R, Rossi K, Janovitz E, Lehman-McKeeman L, Malley MF, Devenny J, Pelleymounter MA, Miller KJ, Robl JA..  (2007)  Discovery of (R)-9-ethyl-1,3,4,10b-tetrahydro-7-trifluoromethylpyrazino[2,1-a]isoindol- 6(2H)-one, a selective, orally active agonist of the 5-HT(2C) receptor.,  50  (6): [PMID:17315987] [10.1021/jm0612968]

Source

Source(1):

• Scientific Literature