(R,S)-1-Biphenyl-4-yl-N-(1H-indol-2-ylmethyl)ethanamine

ID: ALA3752128

PubChem CID: 57385843

Max Phase: Preclinical

Molecular Formula: C23H22N2

Molecular Weight: 326.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(NCc1cc2ccccc2[nH]1)c1ccc(-c2ccccc2)cc1

Standard InChI:  InChI=1S/C23H22N2/c1-17(24-16-22-15-21-9-5-6-10-23(21)25-22)18-11-13-20(14-12-18)19-7-3-2-4-8-19/h2-15,17,24-25H,16H2,1H3

Standard InChI Key:  BVBYQIRTNZSZEM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    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
    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
    8.5164    5.2972    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
    8.5551    2.6994    0.0000 C   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
    6.2860    3.9648    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
    9.2474    6.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7473    6.6327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4758    7.9439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7045    9.2304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2047    9.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4762    7.8945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  5  6  1  0
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  5 13  1  0
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  1 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3752128

   N-(1H-indol-2-ylmethyl)-1-(4-phenylphenyl)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: 326.44

Molecular Weight (Monoisotopic): 326.1783

AlogP: 5.69

#Rotatable Bonds: 5

Polar Surface Area: 27.82

Molecular Species: BASE

HBA: 1

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.54

CX LogP: 5.34

CX LogD: 4.18

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: -0.70

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