17,20,23,26-tetraoxa-4,14,29-triazahexacyclo[27.6.1.17,14.02,6.08,13.030,35]heptatriaconta-1(36),2(6),7(37),8,10,12,30,32,34-nonaene-3,5-dione

ID: ALA336179

Cas Number: 436866-52-3

PubChem CID: 10208648

Max Phase: Preclinical

Molecular Formula: C30H31N3O6

Molecular Weight: 529.59

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1NC(=O)C2=C1c1cn(c3ccccc13)CCOCCOCCOCCOCCn1cc2c2ccccc21

Standard InChI:  InChI=1S/C30H31N3O6/c34-29-27-23-19-32(25-7-3-1-5-21(23)25)9-11-36-13-15-38-17-18-39-16-14-37-12-10-33-20-24(28(27)30(35)31-29)22-6-2-4-8-26(22)33/h1-8,19-20H,9-18H2,(H,31,34,35)

Standard InChI Key:  GQZYZXZIMKZCBF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.5042   -4.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6250   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0
  3  2  1  0
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  6  1  1  0
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  9  4  2  0
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 16  5  2  0
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 24 12  2  0
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 34 35  1  0
 35 20  1  0
 36 24  1  0
 37 25  1  0
 38 36  2  0
 39 37  2  0
  7  5  1  0
 10 15  1  0
 11 14  1  0
 39 26  1  0
 27 38  1  0
 30 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA336179

   TD 114-2-Bio-X

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: 529.59

Molecular Weight (Monoisotopic): 529.2213

AlogP: 3.24

#Rotatable Bonds: ┄

Polar Surface Area: 92.95

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.71

CX Basic pKa: ┄

CX LogP: 2.99

CX LogD: 2.98

Aromatic Rings: 4

Heavy Atoms: 39

QED Weighted: 0.35

Np Likeness Score: -0.22

References

1. Kuo GH, Prouty C, DeAngelis A, Shen L, O'Neill DJ, Shah C, Connolly PJ, Murray WV, Conway BR, Cheung P, Westover L, Xu JZ, Look RA, Demarest KT, Emanuel S, Middleton SA, Jolliffe L, Beavers MP, Chen X..  (2003)  Synthesis and discovery of macrocyclic polyoxygenated bis-7-azaindolylmaleimides as a novel series of potent and highly selective glycogen synthase kinase-3beta inhibitors.,  46  (19): [PMID:12954055] [10.1021/jm030115o]

Source

Source(1):

• Scientific Literature