(E)-3-amino-N-(4-(3-(4-hydroxy-3-methoxyphenyl)acrylamido)butyl)-5,7-dimethyladamantane-1-carboxamide

ID: ALA4587969

PubChem CID: 155567514

Max Phase: Preclinical

Molecular Formula: C27H39N3O4

Molecular Weight: 469.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(/C=C/C(=O)NCCCCNC(=O)C23CC4(C)CC(C)(CC(N)(C4)C2)C3)ccc1O

Standard InChI:  InChI=1S/C27H39N3O4/c1-24-13-25(2)15-26(14-24,18-27(28,16-24)17-25)23(33)30-11-5-4-10-29-22(32)9-7-19-6-8-20(31)21(12-19)34-3/h6-9,12,31H,4-5,10-11,13-18,28H2,1-3H3,(H,29,32)(H,30,33)/b9-7+

Standard InChI Key:  JYGOHPPFXGEMSX-VQHVLOKHSA-N

Molfile:  

 
     RDKit          2D

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   42.3873   -4.4240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5489   -4.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0960   -4.6800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   42.3828   -3.6279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   41.5653   -4.4203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5435   -5.6956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0965   -2.5506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1600   -3.7066    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.1535   -5.1302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   37.8813   -2.2679    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.4653   -2.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6440   -2.9740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8747   -3.6915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2321   -3.6840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4108   -3.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0039   -2.9671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1834   -2.9630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7707   -3.6735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1804   -4.3895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9996   -4.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9494   -3.6708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7784   -2.2491    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9571   -2.2449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6575   -4.4642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
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  4  6  1  0
  5  6  1  0
  7  8  1  0
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  6 10  1  0
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  3 12  1  0
  8 13  1  0
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 11 15  2  0
 14 16  1  0
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 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 28 31  1  0
 27 32  1  0
 32 33  1  0
  6 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4587969

   ---

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: 469.63

Molecular Weight (Monoisotopic): 469.2941

AlogP: 3.50

#Rotatable Bonds: 9

Polar Surface Area: 113.68

Molecular Species: BASE

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.79

CX Basic pKa: 10.57

CX LogP: 1.68

CX LogD: -0.19

Aromatic Rings: 1

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: 0.19

References

1. Rosini M, Simoni E, Caporaso R, Basagni F, Catanzaro M, Abu IF, Fagiani F, Fusco F, Masuzzo S, Albani D, Lanni C, Mellor IR, Minarini A..  (2019)  Merging memantine and ferulic acid to probe connections between NMDA receptors, oxidative stress and amyloid-β peptide in Alzheimer's disease.,  180  [PMID:31301562] [10.1016/j.ejmech.2019.07.011]

Source

Source(1):

• Scientific Literature