(S)-1-(4-Bromo-2,5-dimethoxy-benzyl)-propylamine hydrochloride

ID: ALA3350340

PubChem CID: 118718845

Max Phase: Preclinical

Molecular Formula: C12H19BrClNO2

Molecular Weight: 288.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC[C@H](N)Cc1cc(OC)c(Br)cc1OC.Cl

Standard InChI:  InChI=1S/C12H18BrNO2.ClH/c1-4-9(14)5-8-6-12(16-3)10(13)7-11(8)15-2;/h6-7,9H,4-5,14H2,1-3H3;1H/t9-;/m0./s1

Standard InChI Key:  BFYFGBMMVCXAIO-FVGYRXGTSA-N

Molfile:  

     RDKit          2D

 17 16  0  0  0  0  0  0  0  0999 V2000
    4.6506    0.0000    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9824   -1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9824   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4465   -0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4465   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679    1.0313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2679   -2.2688    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.6969    0.2062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1610   -1.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1610    1.0313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4465    1.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4113   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8755   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4465    2.2688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1610    2.6813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  4  2  0
  3  4  1  0
  3  5  2  0
  2  6  1  0
  5  7  1  0
  6  7  2  0
  2  8  1  0
  5  9  1  0
  4 10  1  0
  7 11  1  0
  8 13  1  0
 13 12  1  1
 10 14  1  0
 11 15  1  0
 13 16  1  0
 16 17  1  0
M  END

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: 288.19

Molecular Weight (Monoisotopic): 287.0521

AlogP: 2.75

#Rotatable Bonds: 5

Polar Surface Area: 44.48

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.94

CX LogP: 2.78

CX LogD: 0.36

Aromatic Rings: 1

Heavy Atoms: 16

QED Weighted: 0.91

Np Likeness Score: 0.20

References

1. Standridge RT, Howell HG, Tilson HA, Chamberlain JH, Holava HM, Gylys JA, Partyka RA, Shulgin AT..  (1980)  Phenylalkylamines with potential psychotherapeutic utility. 2. Nuclear substituted 2-amino-1-phenylbutanes.,  23  (2): [PMID:7359529] [10.1021/jm00176a010]

Source

Source(1):

• Scientific Literature