N-[(4-{[(prop-2-yn-1-yl)amino]methyl}phenyl)methyl]-5-oxahexacyclo[5.4.1.0(2,6).0(3,10).0(4,8).0(9,12)]dodecan-4-amine

ID: ALA4520421

PubChem CID: 155542251

Max Phase: Preclinical

Molecular Formula: C22H24N2O

Molecular Weight: 332.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C#CCNCc1ccc(CNC23OC4C5C6CC(C7C6C4C72)C53)cc1

Standard InChI:  InChI=1S/C22H24N2O/c1-2-7-23-9-11-3-5-12(6-4-11)10-24-22-19-14-8-13-15-16(14)20(22)18(15)21(25-22)17(13)19/h1,3-6,13-21,23-24H,7-10H2

Standard InChI Key:  SLBNGFUQKDAVKH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 31  0  0  0  0  0  0  0  0999 V2000
    7.4103  -12.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9651  -10.2422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2981  -10.7389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1451  -11.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5590  -11.5425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6732  -11.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8565  -11.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7395  -11.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5770  -10.9014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1233  -12.5977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2855  -12.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9729  -11.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3771  -11.5521    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0890  -11.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7924  -11.5373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5026  -11.9403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2055  -11.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1974  -10.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4805  -10.3060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7805  -10.7236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9002  -10.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6127  -10.6903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6224  -11.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3348  -11.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0467  -12.3068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  5 12  1  0
  7  6  1  0
  1  8  1  0
 11  5  1  0
  6 10  1  0
  9  3  1  0
  3  7  1  0
  1 11  1  0
  4  9  1  0
  5  7  1  0
 11 10  1  0
 12  2  1  0
  4  1  1  0
  2  3  1  0
  9  8  1  0
 12  4  1  0
  8  6  1  0
  6 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4520421

   ---

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: 332.45

Molecular Weight (Monoisotopic): 332.1889

AlogP: 1.98

#Rotatable Bonds: 6

Polar Surface Area: 33.29

Molecular Species: BASE

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.77

CX LogP: 1.89

CX LogD: -0.20

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.62

Np Likeness Score: 0.18

References

1. Zindo FT, Malan SF, Omoruyi SI, Enogieru AB, Ekpo OE, Joubert J..  (2019)  Design, synthesis and evaluation of pentacycloundecane and hexacycloundecane propargylamine derivatives as multifunctional neuroprotective agents.,  163  [PMID:30503945] [10.1016/j.ejmech.2018.11.051]

Source

Source(1):

• Scientific Literature