2-(3-((2-((3-aminopropyl)amino)ethyl)amino)propyl)-7-(3-((2-methoxybenzyl)amino)propyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

ID: ALA4100323

PubChem CID: 137662137

Max Phase: Preclinical

Molecular Formula: C33H40N6O5

Molecular Weight: 600.72

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccccc1CNCCCN1C(=O)c2ccc3c4c(ccc(c24)C1=O)C(=O)N(CCCNCCNCCCN)C3=O

Standard InChI:  InChI=1S/C33H40N6O5/c1-44-27-8-3-2-7-22(27)21-37-16-6-20-39-32(42)25-11-9-23-28-24(10-12-26(29(25)28)33(39)43)31(41)38(30(23)40)19-5-15-36-18-17-35-14-4-13-34/h2-3,7-12,35-37H,4-6,13-21,34H2,1H3

Standard InChI Key:  HVKGTKVSZFUWPL-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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 43 44  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4100323

   ---

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: 600.72

Molecular Weight (Monoisotopic): 600.3060

AlogP: 2.14

#Rotatable Bonds: 17

Polar Surface Area: 146.10

Molecular Species: BASE

HBA: 9

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 10.13

CX LogP: 0.71

CX LogD: -5.14

Aromatic Rings: 3

Heavy Atoms: 44

QED Weighted: 0.14

Np Likeness Score: -0.37

References

1. Milelli A, Marchetti C, Greco ML, Moraca F, Costa G, Turrini E, Catanzaro E, Betari N, Calcabrini C, Sissi C, Alcaro S, Fimognari C, Tumiatti V, Minarini A..  (2017)  Naphthalene diimide-polyamine hybrids as antiproliferative agents: Focus on the architecture of the polyamine chains.,  128  [PMID:28157593] [10.1016/j.ejmech.2017.01.025]

Source

Source(1):

• Scientific Literature