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

ID: ALA4776459

PubChem CID: 162643132

Max Phase: Preclinical

Molecular Formula: C22H27N3O4

Molecular Weight: 397.48

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C22H27N3O4/c1-23(2)11-8-12-25-18-14-20(29-5)19(28-4)13-16(18)21(26)24(3)17-10-7-6-9-15(17)22(25)27/h6-7,9-10,13-14H,8,11-12H2,1-5H3

Standard InChI Key:  BTINBLMUGKVVKY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   13.3325  -21.3029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0406  -21.7119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0388  -20.0745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1565  -21.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3379  -21.8725    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7542  -21.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7474  -20.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3214  -19.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1400  -19.8893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7221  -20.4628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7306  -21.2819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4431  -21.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1476  -21.2649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1351  -20.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4221  -20.0459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4755  -22.6180    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9241  -22.5759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1069  -22.5693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6925  -23.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8754  -23.2670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4610  -23.9713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4726  -22.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0024  -19.1438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4468  -19.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6259  -20.0750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6257  -19.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6245  -21.7110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9171  -21.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  7  2  0
  8  4  2  0
  4  1  1  0
 12  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  5 17  2  0
  6 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
  9 24  2  0
 10 25  1  0
  1 26  1  0
 26 27  1  0
  2 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4776459

   ---

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: 397.48

Molecular Weight (Monoisotopic): 397.2002

AlogP: 2.89

#Rotatable Bonds: 6

Polar Surface Area: 62.32

Molecular Species: BASE

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 1.68

CX LogD: -0.22

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.75

Np Likeness Score: -0.61

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