ID: ALA148860

Max Phase: Preclinical

Molecular Formula: C25H27NO4S

Molecular Weight: 437.56

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cccc2c1O[C@@H](CN1[C@@H]3CC[C@H]1C[C@](O)(c1csc4ccccc14)C3)CO2

Standard InChI:  InChI=1S/C25H27NO4S/c1-28-21-6-4-7-22-24(21)30-18(14-29-22)13-26-16-9-10-17(26)12-25(27,11-16)20-15-31-23-8-3-2-5-19(20)23/h2-8,15-18,27H,9-14H2,1H3/t16-,17+,18-,25+/m0/s1

Standard InChI Key:  WHNFSMFOYMLNKR-BGWODGLRSA-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: 437.56

Molecular Weight (Monoisotopic): 437.1661

AlogP: 4.56

#Rotatable Bonds: 4

Polar Surface Area: 51.16

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.86

CX Basic pKa: 8.17

CX LogP: 3.77

CX LogD: 2.93

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.65

Np Likeness Score: -0.15

References

1. Gilbert AM, Stack GP, Nilakantan R, Kodah J, Tran M, Scerni R, Shi X, Smith DL, Andree TH..  (2004)  Modulation of selective serotonin reuptake inhibitor and 5-HT1A antagonist activity in 8-aza-bicyclo[3.2.1]octane derivatives of 2,3-dihydro-1,4-benzodioxane.,  14  (2): [PMID:14698193] [10.1016/j.bmcl.2003.10.024]

2. Bolchi C, Bavo F, Appiani R, Roda G, Pallavicini M..  (2020)  1,4-Benzodioxane, an evergreen, versatile scaffold in medicinal chemistry: A review of its recent applications in drug design.,  200  [PMID:32502862] [10.1016/j.ejmech.2020.112419]

Source

Source(1):

• Scientific Literature