3-Dipropylamino-chroman-8-ol

ID: ALA38428

Chembl Id: CHEMBL38428

Cas Number: 112904-74-2

PubChem CID: 86131

Max Phase: Preclinical

Molecular Formula: C15H23NO2

Molecular Weight: 249.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCN(CCC)C1COc2c(O)cccc2C1

Standard InChI:  InChI=1S/C15H23NO2/c1-3-8-16(9-4-2)13-10-12-6-5-7-14(17)15(12)18-11-13/h5-7,13,17H,3-4,8-11H2,1-2H3

Standard InChI Key:  PXSSMALRVSYAFM-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA38428

   N,N-Dipropyl-8-hydroxy-3-chromanamine

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: 249.35

Molecular Weight (Monoisotopic): 249.1729

AlogP: 2.82

#Rotatable Bonds: 5

Polar Surface Area: 32.70

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.21

CX Basic pKa: 9.33

CX LogP: 2.97

CX LogD: 1.31

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.87

Np Likeness Score: -0.13

References

1. Caldirola P, Chowdhury R, Unelius L, Mohell N, Hacksell U, Johansson AM..  (1999)  Novel derivatives of 3-(dipropylamino)chroman. Interactions with 5-HT1A and D2A receptors.,  9  (11): [PMID:10386940] [10.1016/s0960-894x(99)00232-2]

2. Dijkstra D, Mulder TB, Rollema H, Tepper PG, Van der Weide J, Horn AS..  (1988)  Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b ]-1,4-oxazin-7- and -9-ols: the significance of nitrogen pKa values for central dopamine receptor activation.,  31  (11): [PMID:2903247] [10.1021/jm00119a020]

3. Wise LD, DeWald HA, Hawkins ES, Reynolds DM, Heffner TG, Meltzer LT, Pugsley TA..  (1988)  6- and 8-hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyrans. Dopamine agonists with autoreceptor selectivity.,  31  (3): [PMID:3346882] [10.1021/jm00398a032]

Source

Source(1):

• Scientific Literature