ID: ALA285999

Max Phase: Preclinical

Molecular Formula: C19H27N3O

Molecular Weight: 313.44

Molecule Type: Small molecule

Representations

Synonyms (1): BRL-46470
Synonyms from Alternative Forms(1):

Canonical SMILES:  CN1C2CCC1CC(NC(=O)N1CC(C)(C)c3ccccc31)C2

Standard InChI:  InChI=1S/C19H27N3O/c1-19(2)12-22(17-7-5-4-6-16(17)19)18(23)20-13-10-14-8-9-15(11-13)21(14)3/h4-7,13-15H,8-12H2,1-3H3,(H,20,23)

Standard InChI Key:  ILXWRFDRNAKTDD-UHFFFAOYSA-N

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

Properties

Molecular Weight: 313.44

Molecular Weight (Monoisotopic): 313.2154

AlogP: 3.12

#Rotatable Bonds: 1

Polar Surface Area: 35.58

Molecular Species: BASE

HBA: 2

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.20

CX LogP: 2.30

CX LogD: 0.50

Aromatic Rings: 1

Heavy Atoms: 23

QED Weighted: 0.86

Np Likeness Score: -0.33

References

1. Bermudez J, King F, Sanger G.  (1992)  Indazole and indoline as aromatic bioisosteres in the imidazole class of serotonin 5-HT3 receptor antagonists,  2  (12): [10.1016/S0960-894X(00)80418-7]

2. Heidempergher F, Pillan A, Pinciroli V, Vaghi F, Arrigoni C, Bolis G, Caccia C, Dho L, McArthur R, Varasi M..  (1997)  Phenylimidazolidin-2-one derivatives as selective 5-HT3 receptor antagonists and refinement of the pharmacophore model for 5-HT3 receptor binding.,  40  (21): [PMID:9341912] [10.1021/jm970060o]

3. Kaumann A, King F, Young R.  (1992)  Indazole as an indole bioisostere: 5-HT4 receptor antagonism.,  2  (5): [10.1016/S0960-894X(00)80160-2]

4. Bermudez J, Gregory J, King F, Starr S, Summersell R.  (1992)  3-oxagranatane (3-oxa-9-azabicyclo[3.3.1]nonane) derivatives as highly potent serotonin 5-Ht3 receptor antagonists.,  2  (6): [10.1016/S0960-894X(01)81189-6]

Source

Source(1):

• Scientific Literature