(R)-N-[(5-Methylsulfonyl-1H-indol-2-yl)methyl]-1-(1-naphthyl)ethanamine

ID: ALA3752605

PubChem CID: 57385842

Max Phase: Preclinical

Molecular Formula: C22H22N2O2S

Molecular Weight: 378.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H](NCc1cc2cc(S(C)(=O)=O)ccc2[nH]1)c1cccc2ccccc12

Standard InChI:  InChI=1S/C22H22N2O2S/c1-15(20-9-5-7-16-6-3-4-8-21(16)20)23-14-18-12-17-13-19(27(2,25)26)10-11-22(17)24-18/h3-13,15,23-24H,14H2,1-2H3/t15-/m1/s1

Standard InChI Key:  FHWXNNHLLAGJTK-OAHLLOKOSA-N

Molfile:  

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    0.0131    3.7434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4761    7.4707    0.0000 N   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
    7.4462    7.7121    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0551    8.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0376    6.6680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6462    7.7020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA3752605

   (1R)-N-[(5-methylsulfonyl-1H-indol-2-yl)methyl]-1-naphthalen-1-ylethanamine

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: 378.50

Molecular Weight (Monoisotopic): 378.1402

AlogP: 4.58

#Rotatable Bonds: 5

Polar Surface Area: 61.96

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.62

CX LogP: 3.52

CX LogD: 2.28

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.53

Np Likeness Score: -1.29

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