(E)-N1,N4-bis(4-(4-(4-(4-(ethylamino)butylamino)butylamino)butylamino)butyl)but-2-ene-1,4-diamine

ID: ALA226102

Chembl Id: CHEMBL226102

PubChem CID: 6476700

Max Phase: Preclinical

Molecular Formula: C40H90N10

Molecular Weight: 711.23

Molecule Type: Small molecule

Names and Identifiers

Synonyms: CGC-11144 | CHEMBL226102|N-ethyl-N'-[4-[4-[4-[[(E)-4-[4-[4-[4-[4-(ethylamino)butylamino]butylamino]butylamino]butylamino]but-2-enyl]amino]butylamino]butylamino]butyl]butane-1,4-diamine|SL-11144|SCHEMBL14876580|SCHEMBL14876581|CHEBI:93761|BDBM50361470

Synonyms from Alternative Forms(1): CGC-11144

Canonical SMILES:  CCNCCCCNCCCCNCCCCNCCCCNC/C=C/CNCCCCNCCCCNCCCCNCCCCNCC

Standard InChI:  InChI=1S/C40H90N10/c1-3-41-23-5-7-25-43-27-9-11-29-45-31-13-15-33-47-35-17-19-37-49-39-21-22-40-50-38-20-18-36-48-34-16-14-32-46-30-12-10-28-44-26-8-6-24-42-4-2/h21-22,41-50H,3-20,23-40H2,1-2H3/b22-21+

Standard InChI Key:  BDTMNIXVRYGYPA-QURGRASLSA-N

Alternative Forms

1. Parent:

   

   ALA226102

   N-ethyl-N'-[4-[4-[4-[[(E)-4-[4-[4-[4-[4-(ethylamino)butylamino]butylamino]butylamino]butylamino]but-2-enyl]amino]butylamino]butylamino]butyl]butane-1,4-diamine

2. Alternative Forms:

   

   ALA226102

   N-ethyl-N'-[4-[4-[4-[[(E)-4-[4-[4-[4-[4-(ethylamino)butylamino]butylamino]butylamino]butylamino]but-2-enyl]amino]butylamino]butylamino]butyl]butane-1,4-diamine;hydrochloride

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: 711.23

Molecular Weight (Monoisotopic): 710.7350

AlogP: 3.72

#Rotatable Bonds: 46

Polar Surface Area: 120.30

Molecular Species: BASE

HBA: 10

HBD: 10

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 11.62

CX LogP: 2.39

CX LogD: -21.38

Aromatic Rings: ┄

Heavy Atoms: 50

QED Weighted: 0.03

Np Likeness Score: -0.03

References

1. Yarlett N, Waters WR, Harp JA, Wannemuehler MJ, Morada M, Bellcastro J, Upton SJ, Marton LJ, Frydman BJ..  (2007)  Activities of DL-alpha-difluoromethylarginine and polyamine analogues against Cryptosporidium parvum infection in a T-cell receptor alpha-deficient mouse model.,  51  (4): [PMID:17242149] [10.1128/aac.01040-06]

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

3. Suzuki T, Miyata N..  (2011)  Lysine demethylases inhibitors.,  54  (24): [PMID:21955276] [10.1021/jm201048w]

4. Decarlo D, Hadden MK..  (2012)  Oncoepigenomics: making histone lysine methylation count.,  56  [PMID:22975593] [10.1016/j.ejmech.2012.08.010]

5. Hazeldine S, Pachaiyappan B, Steinbergs N, Nowotarski S, Hanson AS, Casero RA, Woster PM..  (2012)  Low molecular weight amidoximes that act as potent inhibitors of lysine-specific demethylase 1.,  55  (17): [PMID:22876979] [10.1021/jm3002845]

Source

Source(1):

• Scientific Literature