(12S,27S)-12-[2-(methylamino)ethyl]-27-(propan-2-yl)-3,7,14,18,22,29-hexaoxa-11,26,31,32,33,34,35,36-octaazaheptacyclo[26.2.1.1^{2,5}.1^{6,9}.1^{13,16}.1^{17,20}.1^{21,24}]hexatriaconta-1(30),2(36),4,6(35),8,13(34),15,17(33),19,21(32),23,28(31)-dodecaene-10,25-dione

ID: ALA1098976

PubChem CID: 46887533

Max Phase: Preclinical

Molecular Formula: C28H25N9O8

Molecular Weight: 615.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CNCC[C@@H]1NC(=O)c2coc(n2)-c2coc(n2)-c2coc(n2)[C@H](C(C)C)NC(=O)c2coc(n2)-c2coc(n2)-c2coc1n2

Standard InChI:  InChI=1S/C28H25N9O8/c1-12(2)20-28-36-19(11-45-28)27-35-16(10-44-27)24-31-14(6-40-24)21(38)30-13(4-5-29-3)23-33-18(8-42-23)26-34-17(9-43-26)25-32-15(7-41-25)22(39)37-20/h6-13,20,29H,4-5H2,1-3H3,(H,30,38)(H,37,39)/t13-,20-/m0/s1

Standard InChI Key:  UASFIPPWBRKGEQ-RBZFPXEDSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1098976

   (12S,27S)-12-[2-(methylamino)ethyl]-27-propan-2-yl-3,7,14,18,22,29-hexaoxa-11,26,31,32,33,34,35,36-octazaheptacyclo[26.2.1.12,5.16,9.113,16.117,20.121,24]hexatriaconta-1(30),2(36),4,6(35),8,13(34),15,17(33),19,21(32),23,28(31)-dodecaene-10,25-dione

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: 615.56

Molecular Weight (Monoisotopic): 615.1826

AlogP: 3.80

#Rotatable Bonds: 4

Polar Surface Area: 226.41

Molecular Species: BASE

HBA: 15

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.16

CX Basic pKa: 9.71

CX LogP: 1.17

CX LogD: -1.09

Aromatic Rings: 6

Heavy Atoms: 45

QED Weighted: 0.26

Np Likeness Score: 0.53

References

1. Satyanarayana M, Kim YA, Rzuczek SG, Pilch DS, Liu AA, Liu LF, Rice JE, LaVoie EJ..  (2010)  Macrocyclic hexaoxazoles: Influence of aminoalkyl substituents on RNA and DNA G-quadruplex stabilization and cytotoxicity.,  20  (10): [PMID:20409709] [10.1016/j.bmcl.2010.03.086]

Source

Source(1):

• Scientific Literature