N-benzyl-N-[[6-(chloromethyl)-7-nitro-1,2,3,4-tetrahydroquinolin-2-yl]methyl]propan-2-amine

ID: ALA4871765

PubChem CID: 164622477

Max Phase: Preclinical

Molecular Formula: C21H26ClN3O2

Molecular Weight: 387.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)N(Cc1ccccc1)CC1CCc2cc(CCl)c([N+](=O)[O-])cc2N1

Standard InChI:  InChI=1S/C21H26ClN3O2/c1-15(2)24(13-16-6-4-3-5-7-16)14-19-9-8-17-10-18(12-22)21(25(26)27)11-20(17)23-19/h3-7,10-11,15,19,23H,8-9,12-14H2,1-2H3

Standard InChI Key:  ASOGHQZEYLASCM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.5357  -10.8117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5346  -11.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2493  -12.0518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2475  -10.3990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8205  -10.3996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1062  -10.8123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203   -9.5747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8199  -12.0509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8192  -12.8758    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.9629  -10.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9662  -11.6365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6815  -12.0454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3978  -11.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3944  -10.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6746  -10.3886    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1076  -10.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8233  -10.7977    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5364  -10.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2521  -10.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5339   -9.5582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8258  -11.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5415  -12.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5407  -12.8585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2556  -13.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9697  -12.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9645  -12.0247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2491  -11.6183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3 11  2  0
 10  4  2  0
  4  1  1  0
  5  6  2  0
  5  7  1  0
  1  5  1  0
  2  8  1  0
  8  9  1  0
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
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 14 16  1  0
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 17 18  1  0
 18 19  1  0
 18 20  1  0
 17 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
M  CHG  2   5   1   7  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4871765

   ---

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: 387.91

Molecular Weight (Monoisotopic): 387.1714

AlogP: 4.97

#Rotatable Bonds: 7

Polar Surface Area: 58.41

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.59

CX LogP: 5.03

CX LogD: 2.86

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.41

Np Likeness Score: -0.92

References

1. Dziwornu GA, Attram HD, Gachuhi S, Chibale K..  (2020)  Chemotherapy for human schistosomiasis: how far have we come? What's new? Where do we go from here?,  11  (4.0): [PMID:33479649] [10.1039/D0MD00062K]

Source

Source(1):

• Scientific Literature