4,11-Bis(2-(methylamino)ethylamino)anthra[2,3-b]furan-5,10-dione

ID: ALA3747698

Chembl Id: CHEMBL3747698

PubChem CID: 127042242

Max Phase: Preclinical

Molecular Formula: C22H24N4O3

Molecular Weight: 392.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCCNc1c2c(c(NCCNC)c3occc13)C(=O)c1ccccc1C2=O

Standard InChI:  InChI=1S/C22H24N4O3/c1-23-8-10-25-18-15-7-12-29-22(15)19(26-11-9-24-2)17-16(18)20(27)13-5-3-4-6-14(13)21(17)28/h3-7,12,23-26H,8-11H2,1-2H3

Standard InChI Key:  WANXZCRSIOWLNA-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3747698

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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: 392.46

Molecular Weight (Monoisotopic): 392.1848

AlogP: 2.47

#Rotatable Bonds: 8

Polar Surface Area: 95.40

Molecular Species: BASE

HBA: 7

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa: 9.63

CX LogP: 2.59

CX LogD: -1.23

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.27

Np Likeness Score: 0.32

References

1. Tikhomirov AS, Shchekotikhin AE, Lee YH, Chen YA, Yeh CA, Tatarskiy VV, Dezhenkova LG, Glazunova VA, Balzarini J, Shtil AA, Preobrazhenskaya MN, Chueh PJ..  (2015)  Synthesis and Characterization of 4,11-Diaminoanthra[2,3-b]furan-5,10-diones: Tumor Cell Apoptosis through tNOX-Modulated NAD(+)/NADH Ratio and SIRT1.,  58  (24): [PMID:26633734] [10.1021/acs.jmedchem.5b00859]

Source

Source(1):

• Scientific Literature