N-Methyl-4-[(1-pentyl-1H-indol-3-yl)carbonyl]naphthalene-1-carboxamide

ID: ALA4476434

PubChem CID: 72948606

Max Phase: Preclinical

Molecular Formula: C26H26N2O2

Molecular Weight: 398.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCn1cc(C(=O)c2ccc(C(=O)NC)c3ccccc23)c2ccccc21

Standard InChI:  InChI=1S/C26H26N2O2/c1-3-4-9-16-28-17-23(20-12-7-8-13-24(20)28)25(29)21-14-15-22(26(30)27-2)19-11-6-5-10-18(19)21/h5-8,10-15,17H,3-4,9,16H2,1-2H3,(H,27,30)

Standard InChI Key:  WKFSYVXWVHKJGF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    6.0335  -13.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2863  -14.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0856  -14.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3384  -15.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4244   -9.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9722  -10.2819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.6757   -8.8979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  7 22  1  0
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 13 27  1  0
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 28 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476434

   N-methyl-4-(1-pentylindole-3-carbonyl)naphthalene-1-carboxamide

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: 398.51

Molecular Weight (Monoisotopic): 398.1994

AlogP: 5.58

#Rotatable Bonds: 7

Polar Surface Area: 51.10

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.59

CX LogD: 5.59

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.33

Np Likeness Score: -0.92

References

1. Seltzman HH, Shiner C, Hirt EE, Gilliam AF, Thomas BF, Maitra R, Snyder R, Black SL, Patel PR, Mulpuri Y, Spigelman I..  (2016)  Peripherally Selective Cannabinoid 1 Receptor (CB1R) Agonists for the Treatment of Neuropathic Pain.,  59  (16): [PMID:27482723] [10.1021/acs.jmedchem.6b00516]

Source

Source(1):

• Scientific Literature