di-tert-butyl 4,4'-(2,2'-(azanediylbis(ethane-2,1-diyl))bis(5-nitro-1,3-dioxo-2,3-dihydro-1H-benzo[de]isoquinoline-6,2-diyl))bis(piperazine-1-carboxylate)

ID: ALA5286195

Max Phase: Preclinical

Molecular Formula: C46H51N9O12

Molecular Weight: 921.96

Names and Identifiers

Canonical SMILES:  CC(C)(C)OC(=O)N1CCN(c2c([N+](=O)[O-])cc3c4c(cccc24)C(=O)N(CCNCCN2C(=O)c4cccc5c(N6CCN(C(=O)OC(C)(C)C)CC6)c([N+](=O)[O-])cc(c45)C2=O)C3=O)CC1

Standard InChI:  InChI=1S/C46H51N9O12/c1-45(2,3)66-43(60)50-21-17-48(18-22-50)37-27-9-7-11-29-35(27)31(25-33(37)54(62)63)41(58)52(39(29)56)15-13-47-14-16-53-40(57)30-12-8-10-28-36(30)32(42(53)59)26-34(55(64)65)38(28)49-19-23-51(24-20-49)44(61)67-46(4,5)6/h7-12,25-26,47H,13-24H2,1-6H3

Standard InChI Key:  WPURFMKTLLHTMB-UHFFFAOYSA-N

Molfile:  

 
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M  CHG  4  16   1  17  -1  39   1  40  -1
M  END

Alternative Forms

1. Parent:

   

   ALA5286195

   ---

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: 921.96

Molecular Weight (Monoisotopic): 921.3657

AlogP: 5.41

#Rotatable Bonds: 10

Polar Surface Area: 238.63

Molecular Species: BASE

HBA: 15

HBD: 1

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 3

CX Acidic pKa: ┄

CX Basic pKa: 8.89

CX LogP: 4.87

CX LogD: 3.37

Aromatic Rings: 4

Heavy Atoms: 67

QED Weighted: 0.09

Np Likeness Score: -0.65

References

1. Chen XM, Zhou JY, Liu SQ, Song LH, Wang HL, Wang Q, Liang SM, Lu L, Wei JH, Huang R, Zhang Y..  (2023)  Design, synthesis, and antitumor evaluation of morpholine substituted bisnaphthalimides as DNA targeting agents.,  85  [PMID:36894107] [10.1016/j.bmcl.2023.129218]

Source

Source(1):

• Scientific Literature