N1,N1'-[Anthracene-9,10-diylbis(methylene)]bis{N4-[4-(methylamino)butyl]butane-1,4-diamine hexahydrochloride

ID: ALA2403111

PubChem CID: 73352117

Max Phase: Preclinical

Molecular Formula: C34H57ClN6

Molecular Weight: 548.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCCCNCCCCNCc1c2ccccc2c(CNCCCCNCCCCNC)c2ccccc12.Cl

Standard InChI:  InChI=1S/C34H56N6.ClH/c1-35-19-7-9-21-37-23-11-13-25-39-27-33-29-15-3-5-17-31(29)34(32-18-6-4-16-30(32)33)28-40-26-14-12-24-38-22-10-8-20-36-2;/h3-6,15-18,35-40H,7-14,19-28H2,1-2H3;1H

Standard InChI Key:  RBKNEIOYPMCYKA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   15.6122  -22.4813    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.4891  -20.9727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.7752  -21.3862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0601  -20.9746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3463  -21.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6312  -20.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9173  -21.3898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2023  -20.9782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4884  -21.3916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7734  -20.9801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0595  -21.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445  -20.9820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9185  -18.4953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   13.3510  -20.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6320  -21.3834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6320  -22.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.0700  -22.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0664  -21.3804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0629  -19.7325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7778  -20.1441    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4918  -19.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2069  -20.1422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9207  -19.7288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6358  -20.1403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3496  -19.7269    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0647  -20.1385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7786  -19.7251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4936  -20.1367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2075  -19.7233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9225  -20.1349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6306  -21.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9236  -20.9599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  1  0
  4  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  1  0
  2 13  1  0
 13 14  1  0
 15 16  2  0
 16 20  1  0
 19 17  1  0
 17 18  2  0
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 19 20  1  0
 20 14  2  0
 14 23  1  0
 22 21  1  0
 21 19  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 22  2  0
 21 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 12 40  1  0
 39 41  1  0
M  END

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: 548.86

Molecular Weight (Monoisotopic): 548.4566

AlogP: 4.91

#Rotatable Bonds: 24

Polar Surface Area: 72.18

Molecular Species: BASE

HBA: 6

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 11.33

CX LogP: 3.92

CX LogD: -13.16

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.07

Np Likeness Score: -0.05

References

1. Muth A, Kamel J, Kaur N, Shicora AC, Ayene IS, Gilmour SK, Phanstiel O..  (2013)  Development of polyamine transport ligands with improved metabolic stability and selectivity against specific human cancers.,  56  (14): [PMID:23841465] [10.1021/jm400496a]

Source

Source(1):

• Scientific Literature