N1-(6-chloro-2-methoxyacridin-9-yl)-N8-(7-chloro-2-methoxybenzo[b][1,5]naphthyridin-10-yl)octane-1,8-diamine

ID: ALA5281197

Max Phase: Preclinical

Molecular Formula: C35H35Cl2N5O2

Molecular Weight: 628.60

Names and Identifiers

Canonical SMILES:  COc1ccc2nc3cc(Cl)ccc3c(NCCCCCCCCNc3c4ccc(Cl)cc4nc4ccc(OC)nc34)c2c1

Standard InChI:  InChI=1S/C35H35Cl2N5O2/c1-43-24-11-14-28-27(21-24)33(25-12-9-22(36)19-30(25)40-28)38-17-7-5-3-4-6-8-18-39-34-26-13-10-23(37)20-31(26)41-29-15-16-32(44-2)42-35(29)34/h9-16,19-21H,3-8,17-18H2,1-2H3,(H,38,40)(H,39,41)

Standard InChI Key:  OMNYSHZITPVVKV-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -6.0469   -1.0400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0567   -0.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3332   -2.2671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6346    1.0232    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3453    1.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.2083   -1.4488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3453    2.2555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6329    2.6669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9297   -3.4963    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
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 12 11  2  0
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  6 14  1  0
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  8 17  1  0
  4 18  1  0
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 29 28  2  0
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 33 32  2  0
 28 33  1  0
 29 34  1  0
 35 34  2  0
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 37 36  2  0
 30 37  1  0
 32 38  1  0
 39 38  2  0
 40 39  1  0
 41 40  2  0
 33 41  1  0
 35 42  1  0
 42 43  1  0
 39 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5281197

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 628.60

Molecular Weight (Monoisotopic): 627.2168

AlogP: 9.67

#Rotatable Bonds: 13

Polar Surface Area: 81.19

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 8.41

CX LogP: 8.80

CX LogD: 7.74

Aromatic Rings: 6

Heavy Atoms: 44

QED Weighted: 0.10

Np Likeness Score: -0.57

References

1. Jagu E, Pomel S, Pethe S, Loiseau PM, Labruère R..  (2017)  Polyamine-based analogs and conjugates as antikinetoplastid agents.,  139  [PMID:28886510] [10.1016/j.ejmech.2017.08.014]

Source

Source(1):

• Scientific Literature