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

ID: ALA3746861

Chembl Id: CHEMBL3746861

PubChem CID: 127042576

Max Phase: Preclinical

Molecular Formula: C24H28N4O5

Molecular Weight: 452.51

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c1c(NCCNCCO)c1ccoc1c2NCCNCCO

Standard InChI:  InChI=1S/C24H28N4O5/c29-12-10-25-6-8-27-20-17-5-14-33-24(17)21(28-9-7-26-11-13-30)19-18(20)22(31)15-3-1-2-4-16(15)23(19)32/h1-5,14,25-30H,6-13H2

Standard InChI Key:  ITHIZUHJZFEBJJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA3746861

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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: 452.51

Molecular Weight (Monoisotopic): 452.2060

AlogP: 1.20

#Rotatable Bonds: 12

Polar Surface Area: 135.86

Molecular Species: BASE

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa: 9.10

CX LogP: 1.21

CX LogD: -1.60

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.14

Np Likeness Score: 0.24

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