(R)-N-[(5,6,7-Trimethoxy-1H-indol-2-yl)methyl]-1-(1-naphthyl)ethanamine

ID: ALA3752630

PubChem CID: 57385844

Max Phase: Preclinical

Molecular Formula: C24H26N2O3

Molecular Weight: 390.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2cc(CN[C@H](C)c3cccc4ccccc34)[nH]c2c(OC)c1OC

Standard InChI:  InChI=1S/C24H26N2O3/c1-15(19-11-7-9-16-8-5-6-10-20(16)19)25-14-18-12-17-13-21(27-2)23(28-3)24(29-4)22(17)26-18/h5-13,15,25-26H,14H2,1-4H3/t15-/m1/s1

Standard InChI Key:  MRSDWZFWNUOIMY-OAHLLOKOSA-N

Molfile:  

     RDKit          2D

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    0.0131    3.7434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2964    1.4973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111    0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6111   -0.7486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0200    5.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761    7.4707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3227    5.9895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6990    9.0627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9403    7.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9643   10.3710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5760   11.4034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9951   10.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4171   11.3678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4462    7.7090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0354    6.6637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
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 21 26  1  0
 28 29  1  0
 20 28  1  0
 14 16  1  0
  3 14  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3752630

   (1R)-1-naphthalen-1-yl-N-[(5,6,7-trimethoxy-1H-indol-2-yl)methyl]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: 390.48

Molecular Weight (Monoisotopic): 390.1943

AlogP: 5.20

#Rotatable Bonds: 7

Polar Surface Area: 55.51

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.96

CX LogP: 4.21

CX LogD: 2.65

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.46

Np Likeness Score: -0.41

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