8-Bromo-N-(3-morpholinopropyl)-11H-indeno[1,2-b]quinolin-10-amine

ID: ALA4475548

PubChem CID: 155537721

Max Phase: Preclinical

Molecular Formula: C23H24BrN3O

Molecular Weight: 438.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Brc1ccc2nc3c(c(NCCCN4CCOCC4)c2c1)Cc1ccccc1-3

Standard InChI:  InChI=1S/C23H24BrN3O/c24-17-6-7-21-19(15-17)22(25-8-3-9-27-10-12-28-13-11-27)20-14-16-4-1-2-5-18(16)23(20)26-21/h1-2,4-7,15H,3,8-14H2,(H,25,26)

Standard InChI Key:  BZSQBVRULSGADQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 32  0  0  0  0  0  0  0  0999 V2000
   25.9877   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9866   -3.8984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6946   -4.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6929   -2.6700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4015   -3.0753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4022   -3.8943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1108   -4.3014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.1052   -2.6650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1009   -1.8479    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.8143   -3.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8219   -3.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5909   -2.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0786   -3.4662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6045   -4.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9420   -4.8697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7534   -4.9477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2261   -4.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8860   -3.5420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8064   -1.4355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5163   -1.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2218   -1.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9316   -1.8328    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.2799   -2.6704    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   30.9316   -2.6551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6374   -3.0599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3454   -2.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3430   -1.8329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6327   -1.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7 11  2  0
 10  8  2  0
  8  5  1  0
  8  9  1  0
 10 11  1  0
 11 14  1  0
 13 12  1  0
 12 10  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
  9 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
  1 23  1  0
 22 24  1  0
 22 28  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475548

   ---

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: 438.37

Molecular Weight (Monoisotopic): 437.1103

AlogP: 4.70

#Rotatable Bonds: 5

Polar Surface Area: 37.39

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.98

CX Basic pKa: 7.39

CX LogP: 4.38

CX LogD: 4.06

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.46

Np Likeness Score: -1.23

References

1. Yuan JM, Wei K, Zhang GH, Chen NY, Wei XW, Pan CX, Mo DL, Su GF..  (2019)  Cryptolepine and aromathecin based mimics as potent G-quadruplex-binding, DNA-cleavage and anticancer agents: Design, synthesis and DNA targeting-induced apoptosis.,  169  [PMID:30875505] [10.1016/j.ejmech.2019.02.072]

Source

Source(1):

• Scientific Literature