trimethyl(2-{6,8,17,19-tetraoxo-18-[2-(trimethylazaniumyl)ethyl]-7,18-diazaheptacyclo[14.6.2.2^{2,5}.0^{3,12}.0^{4,9}.0^{13,23}.0^{20,24}]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaen-7-yl}ethyl)azanium

ID: ALA224754

PubChem CID: 14573901

Max Phase: Preclinical

Molecular Formula: C34H34N4O4+2

Molecular Weight: 562.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[N+](C)(C)CCN1C(=O)c2ccc3c4ccc5c6c(ccc(c7ccc(c2c37)C1=O)c64)C(=O)N(CC[N+](C)(C)C)C5=O

Standard InChI:  InChI=1S/C34H34N4O4/c1-37(2,3)17-15-35-31(39)23-11-7-19-21-9-13-25-30-26(34(42)36(33(25)41)16-18-38(4,5)6)14-10-22(28(21)30)20-8-12-24(32(35)40)29(23)27(19)20/h7-14H,15-18H2,1-6H3/q+2

Standard InChI Key:  MZJUSVMYYWXMIX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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M  CHG  2  33   1  38   1
M  END

Alternative Forms

1. Parent:

   

   ALA224754

   Trimethyl(2-{6,8,17,19-tetraoxo-18-[2-(trimethylazaniumyl)ethyl]-7,18-diazaheptacyclo[14.6.2.2^{2,5}.0^{3,12}.0^{4,9}.0^{13,23}.0^{20,24}]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaen-7-yl}ethyl)azanium

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: 562.67

Molecular Weight (Monoisotopic): 562.2569

AlogP: 4.34

#Rotatable Bonds: 6

Polar Surface Area: 74.76

Molecular Species: ┄

HBA: 4

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: -5.13

CX LogD: -5.13

Aromatic Rings: 5

Heavy Atoms: 42

QED Weighted: 0.13

Np Likeness Score: 0.02

References

1. Sissi C, Lucatello L, Paul Krapcho A, Maloney DJ, Boxer MB, Camarasa MV, Pezzoni G, Menta E, Palumbo M..  (2007)  Tri-, tetra- and heptacyclic perylene analogues as new potential antineoplastic agents based on DNA telomerase inhibition.,  15  (1): [PMID:17035038] [10.1016/j.bmc.2006.09.029]

2. Pivetta C, Lucatello L, Krapcho AP, Gatto B, Palumbo M, Sissi C..  (2008)  Perylene side chains modulate G-quadruplex conformation in biologically relevant DNA sequences.,  16  (20): [PMID:18819816] [10.1016/j.bmc.2008.08.068]

Source

Source(1):

• Scientific Literature