(S,E)-N-(3-ethyl-1H-indol-1-yl)-7-methoxytetradec-4-enamide

ID: ALA2298969

PubChem CID: 76313369

Max Phase: Preclinical

Molecular Formula: C25H38N2O2

Molecular Weight: 398.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCC[C@@H](C/C=C/CCC(=O)Nn1cc(CC)c2ccccc21)OC

Standard InChI:  InChI=1S/C25H38N2O2/c1-4-6-7-8-10-15-22(29-3)16-11-9-12-19-25(28)26-27-20-21(5-2)23-17-13-14-18-24(23)27/h9,11,13-14,17-18,20,22H,4-8,10,12,15-16,19H2,1-3H3,(H,26,28)/b11-9+/t22-/m0/s1

Standard InChI Key:  WHHZXEJMALIVOZ-CRWWQRIJSA-N

Molfile:  

     RDKit          2D

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   17.3711   -6.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.7404   -6.4343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.7404   -5.6172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4481   -7.6601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8618   -8.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.0445   -8.9196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7934   -8.1433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9972   -7.9739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4512   -8.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7070   -9.3581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5027   -9.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3422   -9.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1549   -9.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  8 10  1  6
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 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298969

   (E,7S)-N-(3-ethylindol-1-yl)-7-methoxytetradec-4-enamide

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: 398.59

Molecular Weight (Monoisotopic): 398.2933

AlogP: 6.38

#Rotatable Bonds: 14

Polar Surface Area: 43.26

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.29

CX Basic pKa: ┄

CX LogP: 6.26

CX LogD: 6.26

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.30

Np Likeness Score: 0.58

References

1. Reddy GV, Kumar TV, Siva B, Babu KS, Srinivas PV, Sehar I, Saxena AK, Rao JM.  (2013)  Novel malyngamide structural analogs: synthesis and biological evaluation,  22  (10): [10.1007/s00044-013-0466-y]

Source

Source(1):

• Scientific Literature