(R,S)-N-(1H-Indol-2-ylmethyl)-1-(3-bromophenyl)ethanamine

ID: ALA3753132

PubChem CID: 57385594

Max Phase: Preclinical

Molecular Formula: C17H17BrN2

Molecular Weight: 329.24

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(NCc1cc2ccccc2[nH]1)c1cccc(Br)c1

Standard InChI:  InChI=1S/C17H17BrN2/c1-12(13-6-4-7-15(18)9-13)19-11-16-10-14-5-2-3-8-17(14)20-16/h2-10,12,19-20H,11H2,1H3

Standard InChI Key:  AUQRZJZYAHXGGL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    6.3215    1.3677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9352    0.3365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8208    1.3475    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0552    2.6770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5551    2.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2857    4.0094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5165    5.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0166    5.2749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2860    3.9648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0872    0.0382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138   -1.2033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5889    0.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7138    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028    1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0028   -1.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2917   -0.7475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4012    6.3051    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  4  9  2  0
  1  4  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 11 19  1  0
 14 19  2  0
 10 12  1  0
  3 10  1  0
  8 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3753132

   1-(3-bromophenyl)-N-(1H-indol-2-ylmethyl)ethanamine

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: 329.24

Molecular Weight (Monoisotopic): 328.0575

AlogP: 4.78

#Rotatable Bonds: 4

Polar Surface Area: 27.82

Molecular Species: NEUTRAL

HBA: 1

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.46

CX LogP: 4.46

CX LogD: 3.37

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.71

Np Likeness Score: -1.04

References

1. Kiefer L, Beaumard F, Gorojankina T, Faure H, Ruat M, Dodd RH..  (2016)  Design and synthesis of calindol derivatives as potent and selective calcium sensing receptor agonists.,  24  (4): [PMID:26752095] [10.1016/j.bmc.2015.12.019]

Source

Source(1):

• Scientific Literature