(1-(5-Aminopentyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone

ID: ALA4443479

PubChem CID: 155516632

Max Phase: Preclinical

Molecular Formula: C24H24N2O

Molecular Weight: 356.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCCCCn1cc(C(=O)c2cccc3ccccc23)c2ccccc21

Standard InChI:  InChI=1S/C24H24N2O/c25-15-6-1-7-16-26-17-22(20-12-4-5-14-23(20)26)24(27)21-13-8-10-18-9-2-3-11-19(18)21/h2-5,8-14,17H,1,6-7,15-16,25H2

Standard InChI Key:  IQOUXBLJAMHPRE-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.0687  -12.6093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7728  -13.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8029  -11.3867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5077  -11.8098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4965  -12.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2756  -12.8961    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7659  -12.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2937  -11.5676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5568  -10.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3625  -10.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0142  -10.1710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9706  -10.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4232   -9.6884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6202   -9.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7068  -11.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9042  -11.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6387  -12.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1790  -12.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9838  -12.4717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2414  -11.6990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5175  -13.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9583  -14.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2001  -15.0694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6451  -15.6733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8869  -16.4580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3277  -17.0577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
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  7 22  1  0
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 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4443479

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 356.47

Molecular Weight (Monoisotopic): 356.1889

AlogP: 5.15

#Rotatable Bonds: 7

Polar Surface Area: 48.02

Molecular Species: BASE

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 10.01

CX LogP: 4.97

CX LogD: 2.50

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.37

Np Likeness Score: -0.76

References

1. Dvorácskó S, Keresztes A, Mollica A, Stefanucci A, Macedonio G, Pieretti S, Zádor F, Walter FR, Deli MA, Kékesi G, Bánki L, Tuboly G, Horváth G, Tömböly C..  (2019)  Preparation of bivalent agonists for targeting the mu opioid and cannabinoid receptors.,  178  [PMID:31220675] [10.1016/j.ejmech.2019.05.037]

Source

Source(1):

• Scientific Literature