N-{3-[4-(3-Amino-propylamino)-butylamino]-propyl}-acetamide

ID: ALA131004

Chembl Id: CHEMBL131004

Cas Number: 25593-72-0

PubChem CID: 916

Max Phase: Preclinical

Molecular Formula: C12H28N4O

Molecular Weight: 244.38

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: N'-Acetylspermine | N1-acetylspermine|25593-72-0|N(1)-Acetylspermine|N'-acetylspermine|N-Acetylspermine|N'-Monoacetylspermine|N-[3-[4-(3-aminopropylamino)butylamino]propyl]acetamide|CHEBI:17312|N-(3-((4-((3-Aminopropyl)amino)butyl)amino)propyl)acetamide|N-[3-({4-[(3-aminopropyl)amino]butyl}amino)propyl]acetamide|Acetamide, N-[3-[[4-[(3-aminopropyl)amino]butyl]amino]propyl]-|acetylspermine|Acetamide, N-(3-((4-((3-aminopropyl)amino)butyl)amino)propyl)-|N1-AcSpermine|SCHEMBL193116|CHEMBL131004|DTXSShow More

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

Alternative Forms

  1. Parent:

Associated Targets(Human)

MDA-MB-231 (73002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SAT1 Tbio Spermidine/spermine N(1)-acetyltransferase 1 (61 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SAT2 Tbio Diamine acetyltransferase 2 (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Odc1 Ornithine decarboxylase (263 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Amd1 S-adenosylmethionine decarboxylase 1 (47 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sat1 Spermidine/spermine N(1)-acetyltransferase 1 (20 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 244.38Molecular Weight (Monoisotopic): 244.2263AlogP: -0.18#Rotatable Bonds: 12
Polar Surface Area: 79.18Molecular Species: BASEHBA: 4HBD: 4
#RO5 Violations: HBA (Lipinski): 5HBD (Lipinski): 5#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: 10.79CX LogP: -1.64CX LogD: -8.14
Aromatic Rings: Heavy Atoms: 17QED Weighted: 0.36Np 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