ID: ALA131004

Max Phase: Preclinical

Molecular Formula: C12H28N4O

Molecular Weight: 244.38

Molecule Type: Small molecule

Representations

Synonyms (1): N'-Acetylspermine
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(=O)NCCCNCCCCNCCCN

Standard InChI:  InChI=1S/C12H28N4O/c1-12(17)16-11-5-10-15-8-3-2-7-14-9-4-6-13/h14-15H,2-11,13H2,1H3,(H,16,17)

Standard InChI Key:  GUNURVWAJRRUAV-UHFFFAOYSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 244.38

Molecular Weight (Monoisotopic): 244.2263

AlogP: -0.18

#Rotatable Bonds: 12

Polar Surface Area: 79.18

Molecular Species: BASE

HBA: 4

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 10.79

CX LogP: -1.64

CX LogD: -8.14

Aromatic Rings: 0

Heavy Atoms: 17

QED Weighted: 0.36

Np Likeness Score: -0.18

References

1. Graminski GF, Carlson CL, Ziemer JR, Cai F, Vermeulen NM, Vanderwerf SM, Burns MR..  (2002)  Synthesis of bis-spermine dimers that are potent polyamine transport inhibitors.,  12  (1): [PMID:11738568] [10.1016/s0960-894x(01)00659-x]

2. Bergeron RJ, McManis JS, Franklin AM, Yao H, Weimar WR..  (2003)  Polyamine-iron chelator conjugate.,  46  (25): [PMID:14640556] [10.1021/jm0302694]

3. Bacchi CJ, Yarlett N, Faciane E, Bi X, Rattendi D, Weiss LM, Woster PM..  (2009)  Metabolism of an alkyl polyamine analog by a polyamine oxidase from the microsporidian Encephalitozoon cuniculi.,  53  (6): [PMID:19223636] [10.1128/aac.00267-08]

4. Hyvönen MT, Weisell J, Khomutov AR, Alhonen L, Vepsäläinen J, Keinänen TA..  (2013)  Metabolism of triethylenetetramine and 1,12-diamino-3,6,9-triazadodecane by the spermidine/spermine-N(1)-acetyltransferase and thialysine acetyltransferase.,  41  (1): [PMID:23024204] [10.1124/dmd.112.047274]

Source

Source(1):

• Scientific Literature