4-(4-methoxybenzylamino)-9,10-dioxo-9,10-dihydroanthracen-1-yl 4-methylbenzenesulfonate

ID: ALA2442835

PubChem CID: 72546227

Max Phase: Preclinical

Molecular Formula: C29H23NO6S

Molecular Weight: 513.57

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CNc2ccc(OS(=O)(=O)c3ccc(C)cc3)c3c2C(=O)c2ccccc2C3=O)cc1

Standard InChI:  InChI=1S/C29H23NO6S/c1-18-7-13-21(14-8-18)37(33,34)36-25-16-15-24(30-17-19-9-11-20(35-2)12-10-19)26-27(25)29(32)23-6-4-3-5-22(23)28(26)31/h3-16,30H,17H2,1-2H3

Standard InChI Key:  VTZXTZLAVFOTEP-UHFFFAOYSA-N

Molfile:  

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   21.3155   -5.4208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA2442835

   [4-[(4-Methoxyphenyl)methylamino]-9,10-dioxoanthracen-1-yl] 4-methylbenzenesulfonate

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: 513.57

Molecular Weight (Monoisotopic): 513.1246

AlogP: 5.16

#Rotatable Bonds: 7

Polar Surface Area: 98.77

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 1.24

CX LogP: 6.34

CX LogD: 6.34

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.30

Np Likeness Score: -0.50

References

1. Sangthong S, Ha H, Teerawattananon T, Ngamrojanavanich N, Neamati N, Muangsin N..  (2013)  Overcoming doxorubicin-resistance in the NCI/ADR-RES model cancer cell line by novel anthracene-9,10-dione derivatives.,  23  (22): [PMID:24095089] [10.1016/j.bmcl.2013.09.004]

Source

Source(1):

• Scientific Literature