5-[2-(dimethylamino)ethyl]-2,3-dimethoxy-11-methyl-benzo[c][1,5]benzodiazocine-6,12-dione

ID: ALA4740541

PubChem CID: 162644977

Max Phase: Preclinical

Molecular Formula: C21H25N3O4

Molecular Weight: 383.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)N(CCN(C)C)C(=O)c1ccccc1N(C)C2=O

Standard InChI:  InChI=1S/C21H25N3O4/c1-22(2)10-11-24-17-13-19(28-5)18(27-4)12-15(17)20(25)23(3)16-9-7-6-8-14(16)21(24)26/h6-9,12-13H,10-11H2,1-5H3

Standard InChI Key:  JXOYMGCFONOFPK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    3.8027  -21.3937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5108  -21.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5090  -20.1653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6268  -21.9564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8081  -21.9633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2244  -21.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2176  -20.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7916  -19.9869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6103  -19.9801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1923  -20.5536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2008  -21.3727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9133  -21.7732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6178  -21.3557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6054  -20.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8923  -20.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9458  -22.7088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3943  -22.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5771  -22.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1628  -23.3644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3456  -23.3578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5656  -24.0754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4726  -19.2346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9170  -19.2227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0961  -20.1658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0959  -19.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0947  -21.8018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3873  -21.3926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  5 17  2  0
  6 18  1  0
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 20 22  1  0
  9 23  2  0
 10 24  1  0
  1 25  1  0
 25 26  1  0
  2 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4740541

   ---

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: 383.45

Molecular Weight (Monoisotopic): 383.1845

AlogP: 2.50

#Rotatable Bonds: 5

Polar Surface Area: 62.32

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.12

CX LogP: 1.62

CX LogD: 0.82

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.79

Np Likeness Score: -0.58

References

1. Bieszczad B,Siwek A,Wilczek M,Trzybiński D,Woźniak K,Satała G,Bojarski AJ,Mieczkowski A.  (2020)  Synthesis, crystal structure and biological activity of novel analogues of tricyclic drugs.,  30  (21.0): [PMID:32798652] [10.1016/j.bmcl.2020.127493]

Source

Source(1):

• Scientific Literature