1,4-Bis-(oxiranylmethyl-amino)-anthraquinone

ID: ALA108461

Chembl Id: CHEMBL108461

Cas Number: 78146-26-6

PubChem CID: 100214

Max Phase: Preclinical

Molecular Formula: C20H18N2O4

Molecular Weight: 350.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2C(=O)c2c(NCC3CO3)ccc(NCC3CO3)c21

Standard InChI:  InChI=1S/C20H18N2O4/c23-19-13-3-1-2-4-14(13)20(24)18-16(22-8-12-10-26-12)6-5-15(17(18)19)21-7-11-9-25-11/h1-6,11-12,21-22H,7-10H2

Standard InChI Key:  LGYRALFKRRVBET-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA108461

   1,4-Bis((oxiranylmethyl)amino)-9,10-anthracenedione

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: 350.37

Molecular Weight (Monoisotopic): 350.1267

AlogP: 2.08

#Rotatable Bonds: 6

Polar Surface Area: 83.26

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.71

CX LogP: 2.85

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: 0.00

References

1. Lidert Z, Young DH, Bowers-Daines MM, Sherba SE, Mehta RJ, Lange BC, Swithenbank C, Kiyokawa H, Johnson MG, Morris-Natschke SL, Lee K.  (1997)  1,4-Bis-(2,3-epoxypropylamino)-9,10-anthracenedione and related compounds as potent antifungal and antimicrobial agents,  7  (24): [10.1016/S0960-894X(97)10176-7]

2. Lee KH..  (2010)  Discovery and development of natural product-derived chemotherapeutic agents based on a medicinal chemistry approach.,  73  (3): [PMID:20187635] [10.1021/np900821e]

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays