9-(1-Methyl-1H-indol-2-yl)-3,4,6,7-tetrahydroacridine-1,8-(2H,5H,9H,10H)-dione

ID: ALA3121548

PubChem CID: 76314440

Max Phase: Preclinical

Molecular Formula: C22H22N2O2

Molecular Weight: 346.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(C2C3=C(CCCC3=O)NC3=C2C(=O)CCC3)cc2ccccc21

Standard InChI:  InChI=1S/C22H22N2O2/c1-24-16-9-3-2-6-13(16)12-17(24)22-20-14(7-4-10-18(20)25)23-15-8-5-11-19(26)21(15)22/h2-3,6,9,12,22-23H,4-5,7-8,10-11H2,1H3

Standard InChI Key:  NEKMIRRTOATNCN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.5542   -4.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8337   -4.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107   -5.6607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542   -5.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661   -5.6458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661   -3.9958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9782   -4.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746   -5.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6834   -5.6506    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6904   -4.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4037   -4.4185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3999   -5.2460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1183   -4.0058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1210   -3.1808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2661   -3.1708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6928   -3.1757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3627   -2.6965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0279   -2.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2850   -1.9088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1137   -1.9114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5284   -1.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155   -0.4804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2837   -0.4873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8728   -1.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1583   -2.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8327   -5.2519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0
  1  6  1  0
  4  5  1  0
  5  8  1  0
  7  6  1  0
  7  8  2  0
  7 10  1  0
  8  9  1  0
  9 12  1  0
 11 10  1  0
 11 12  2  0
 11 13  1  0
 12  3  1  0
  3 26  1  0
  2 13  1  0
 13 14  2  0
  6 15  2  0
 10 16  1  0
 16 17  1  0
 17 20  1  0
 19 18  1  0
 18 16  2  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 19  1  0
 17 25  1  0
 26  2  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3121548

   9-(1-Methylindol-2-yl)-2,3,4,5,6,7,9,10-octahydroacridine-1,8-dione

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: 346.43

Molecular Weight (Monoisotopic): 346.1681

AlogP: 3.88

#Rotatable Bonds: 1

Polar Surface Area: 51.10

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.57

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.85

Np Likeness Score: -0.63

References

1. Gündüz MG, Işli F, El-Khouly A, Yıldırım S, Öztürk Fincan GS, Şimşek R, Şafak C, Sarıoğlu Y, Öztürk Yıldırım S, Butcher RJ..  (2014)  Microwave-assisted synthesis and myorelaxant activity of 9-indolyl-1,8-acridinedione derivatives.,  75  [PMID:24534541] [10.1016/j.ejmech.2014.01.059]

Source

Source(1):

• Scientific Literature