5-(4-Methyl[1,4]diazepan-1-yl)indeno[1,2-c]isoquinolin-11-one

ID: ALA1684623

PubChem CID: 52939110

Max Phase: Preclinical

Molecular Formula: C22H21N3O

Molecular Weight: 343.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CN1CCCN(c2nc3c(c4ccccc24)C(=O)c2ccccc2-3)CC1

Standard InChI:  InChI=1S/C22H21N3O/c1-24-11-6-12-25(14-13-24)22-18-10-5-2-7-15(18)19-20(23-22)16-8-3-4-9-17(16)21(19)26/h2-5,7-10H,6,11-14H2,1H3

Standard InChI Key:  ZZQVDMATRWQNJM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 30  0  0  0  0  0  0  0  0999 V2000
   13.7772   -0.6600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0259   -1.0557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8872   -1.8439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5256   -1.0074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7097   -1.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1822   -2.4723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3930   -2.4723    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.6313    1.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6301    0.5744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3421    0.1633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3403    1.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0523    1.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0558    0.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7720    0.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4891    0.5783    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.9380    2.6329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7652    1.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4831    1.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7628    2.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0976    1.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9180    1.8765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4042    2.5446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0645    3.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2454    3.3852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3503    3.2194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0383   -3.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
  7  3  1  0
  4  5  1  0
 12 17  1  0
 13 14  1  0
 14 15  2  0
 15 18  1  0
 17 18  2  0
 19 16  1  0
  1  2  1  0
  8  9  2  0
 16 17  1  0
 18 20  1  0
  2  3  1  0
  9 10  1  0
 19 20  2  0
 10 13  2  0
 20 21  1  0
  1  4  1  0
 21 22  2  0
 12 11  2  0
 22 23  1  0
 11  8  1  0
 23 24  2  0
 24 19  1  0
 12 13  1  0
 16 25  2  0
 14  1  1  0
  5  6  1  0
  7 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1684623

   5-(4-Methyl-1,4-diazepan-1-yl)indeno[1,2-c]isoquinolin-11-one

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: 343.43

Molecular Weight (Monoisotopic): 343.1685

AlogP: 3.59

#Rotatable Bonds: 1

Polar Surface Area: 36.44

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.13

CX LogP: 3.87

CX LogD: 3.07

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.53

Np Likeness Score: -0.63

References

1. Khadka DB, Le QM, Yang SH, Van HT, Le TN, Cho SH, Kwon Y, Lee KT, Lee ES, Cho WJ..  (2011)  Design, synthesis and docking study of 5-amino substituted indeno[1,2-c]isoquinolines as novel topoisomerase I inhibitors.,  19  (6): [PMID:21353568] [10.1016/j.bmc.2011.01.064]

Source

Source(1):

• Scientific Literature