N-{3-[3-(Cyclopropylmethyl-amino)-propylamino]-propyl}-N'-ethyl-propane-1,3-diamine

ID: ALA33387

Chembl Id: CHEMBL33387

PubChem CID: 127817

Max Phase: Preclinical

Molecular Formula: C15H34N4

Molecular Weight: 270.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCNCCCNCCCNCCCNCC1CC1

Standard InChI:  InChI=1S/C15H34N4/c1-2-16-8-3-9-17-10-4-11-18-12-5-13-19-14-15-6-7-15/h15-19H,2-14H2,1H3

Standard InChI Key:  KSVHRPDYWHUWNQ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA33387

   N1-cyclopropylmethyl-N11-ethylnorspermine

2. Alternative Forms:

   

   ALA33387

   N(1)-Ethyl-N-(11)-((cyclopropyl)methyl)-4,8-diazaundecane-1,11-diamine

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: 270.46

Molecular Weight (Monoisotopic): 270.2783

AlogP: 0.95

#Rotatable Bonds: 15

Polar Surface Area: 48.12

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.81

CX LogP: 0.03

CX LogD: -6.78

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.33

Np Likeness Score: -0.05

References

1. Webb HK, Wu Z, Sirisoma N, Ha HC, Casero RA, Woster PM..  (1999)  1-(N-alkylamino)-11-(N-ethylamino)-4,8-diazaundecanes: simple synthetic polyamine analogues that differentially alter tubulin polymerization.,  42  (8): [PMID:10212127] [10.1021/jm980603+]

2. Bergeron RJ, Müller R, Huang G, McManis JS, Algee SE, Yao H, Weimar WR, Wiegand J..  (2001)  Synthesis and evaluation of hydroxylated polyamine analogues as antiproliferatives.,  44  (15): [PMID:11448227] [10.1021/jm000532q]

3. Casero RA, Woster PM..  (2001)  Terminally alkylated polyamine analogues as chemotherapeutic agents.,  44  (1): [PMID:11141084] [10.1021/jm000084m]

4. Casero RA, Woster PM..  (2009)  Recent advances in the development of polyamine analogues as antitumor agents.,  52  (15): [PMID:19534534] [10.1021/jm900187v]

Source

Source(1):

• Scientific Literature