3,7-bis(3,5-dimethylphenyl)-aaptamine

ID: ALA4745843

PubChem CID: 162648189

Max Phase: Preclinical

Molecular Formula: C29H28N2O2

Molecular Weight: 436.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1c(OC)c2c3c(nccc3c1-c1cc(C)cc(C)c1)C(c1cc(C)cc(C)c1)=CN2

Standard InChI:  InChI=1S/C29H28N2O2/c1-16-9-17(2)12-20(11-16)23-15-31-27-25-22(7-8-30-26(23)25)24(28(32-5)29(27)33-6)21-13-18(3)10-19(4)14-21/h7-15,31H,1-6H3

Standard InChI Key:  VDTLGIAANZZSKA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   32.6771  -27.7116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3877  -26.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1048  -26.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5393  -27.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3886  -28.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3913  -28.9471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   34.8216  -28.1134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9610  -28.1228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.2448  -27.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9620  -26.4678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   33.3790  -23.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.6714  -25.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5434  -29.3412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5480  -30.1727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2663  -30.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9805  -30.1582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9719  -29.3277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2531  -28.9255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2493  -26.8777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2735  -31.4008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6790  -28.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9503  -24.0087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8074  -23.9878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  4  8  1  0
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  1 16  1  0
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 20 21  1  0
 21 22  2  0
 22 17  1  0
  3 17  1  0
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 27 28  2  0
 28 23  1  0
 12 23  1  0
 16 29  1  0
 25 30  1  0
 27 31  1  0
 21 32  1  0
 19 33  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4745843

   ---

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: 436.56

Molecular Weight (Monoisotopic): 436.2151

AlogP: 6.97

#Rotatable Bonds: 4

Polar Surface Area: 43.38

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 6.44

CX LogP: 6.56

CX LogD: 6.51

Aromatic Rings: 4

Heavy Atoms: 33

QED Weighted: 0.38

Np Likeness Score: 0.40

References

1. Yang F,Gao Y,Chang YT,Zou Y,Houk KN,Lu JR,He J,Tang WZ,Liao HZ,Han H,Lin HW.  (2020)  Aromatic Ring Substituted Aaptamine Analogues as Potential Cytotoxic Agents against Extranodal Natural Killer/T-Cell Lymphoma.,  83  (12): [PMID:33170001] [10.1021/acs.jnatprod.0c00769]

2. Zhao HM, He J, Chang YT, Liu LY, Sun F, Lin HW, Yang F..  (2023)  Marine Sponge-Derived Alkaloid Induces Mitochondrial Dysfunction and Inhibits the PI3K/AKT/mTOR Signaling Pathway against Burkitt's Lymphoma.,  86  (1.0): [PMID:36524671] [10.1021/acs.jnatprod.2c00673]

Source

Source(1):

• Scientific Literature