4-[({spiro[1,3-dioxolane-2,8'-pentacyclo[5.4.0.0(2,6).0(3,10).0(5,9)]undecan]-11'-ylidene}amino)methyl]aniline

ID: ALA4474332

PubChem CID: 155536981

Max Phase: Preclinical

Molecular Formula: C20H22N2O2

Molecular Weight: 322.41

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ccc(C/N=C2/C3C4CC5C6C4C2C6C2(OCCO2)C53)cc1

Standard InChI:  InChI=1S/C20H22N2O2/c21-10-3-1-9(2-4-10)8-22-19-15-11-7-12-14-13(11)16(19)18(14)20(17(12)15)23-5-6-24-20/h1-4,11-18H,5-8,21H2/b22-19-

Standard InChI Key:  KGMCVOGBZQPRMQ-QOCHGBHMSA-N

Molfile:  

 
     RDKit          2D

 24 30  0  0  0  0  0  0  0  0999 V2000
    5.9867   -6.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4035   -6.7808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2204   -6.6101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3080   -5.7807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5495   -5.4393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4103   -4.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0731   -4.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6713   -5.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6767   -5.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2447   -5.6754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8434   -6.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5141   -6.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9689   -5.3636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3978   -6.5142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -5.2510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8318   -7.2763    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4132   -7.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8284   -8.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4082   -9.4479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8227  -10.1767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6614  -10.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0839   -9.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6630   -8.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0816  -10.9038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  8 13  1  0
  7  6  1  0
 15  7  1  0
 15 10  1  0
 13  1  1  0
  9  6  1  0
 12 11  1  0
  9 11  1  0
 10  9  1  0
 14  8  1  0
 10 12  1  0
  8 15  1  0
 12 14  1  0
 11  1  1  0
  6 13  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 18  1  0
 21 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474332

   ---

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: 322.41

Molecular Weight (Monoisotopic): 322.1681

AlogP: 2.34

#Rotatable Bonds: 2

Polar Surface Area: 56.84

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.98

CX LogP: 1.71

CX LogD: 1.69

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: 0.48

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