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

ID: ALA4759148

PubChem CID: 162658473

Max Phase: Preclinical

Molecular Formula: C26H27N3O2

Molecular Weight: 413.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)CCCN1C(=O)c2ccccc2C(=O)N(Cc2ccccc2)c2ccccc21

Standard InChI:  InChI=1S/C26H27N3O2/c1-27(2)17-10-18-28-23-15-8-9-16-24(23)29(19-20-11-4-3-5-12-20)26(31)22-14-7-6-13-21(22)25(28)30/h3-9,11-16H,10,17-19H2,1-2H3

Standard InChI Key:  PQBSNDZWUNKMFB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 31 34  0  0  0  0  0  0  0  0999 V2000
   32.2322  -20.9168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2311  -21.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9391  -22.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9373  -20.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0551  -22.2990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2365  -22.3058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6528  -21.7318    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6460  -20.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2200  -20.3295    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.0386  -20.3226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6207  -20.8961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6291  -21.7153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3416  -22.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0462  -21.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0337  -20.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.3207  -20.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3741  -23.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.8226  -23.0093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0055  -23.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.3454  -19.5652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9010  -19.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0899  -19.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7751  -18.7228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9649  -18.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4719  -19.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7950  -20.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6044  -20.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5911  -23.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7740  -23.7003    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.3596  -24.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3711  -22.9893    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
 10 20  2  0
  9 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 19 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4759148

   ---

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: 413.52

Molecular Weight (Monoisotopic): 413.2103

AlogP: 4.45

#Rotatable Bonds: 6

Polar Surface Area: 43.86

Molecular Species: BASE

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.30

CX LogP: 3.71

CX LogD: 1.82

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.60

Np Likeness Score: -0.92

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