2-[(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]ethan-1-amine

ID: ALA2368478

PubChem CID: 58623308

Max Phase: Preclinical

Molecular Formula: C17H29NO4

Molecular Weight: 311.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@@H](CCN)O[C@@H]2O[C@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Standard InChI:  InChI=1S/C17H29NO4/c1-10-4-5-13-11(2)14(7-9-18)19-15-17(13)12(10)6-8-16(3,20-15)21-22-17/h10-15H,4-9,18H2,1-3H3/t10-,11-,12+,13+,14-,15-,16+,17-/m1/s1

Standard InChI Key:  PTINENKTSCQTLF-VBGZEHGNSA-N

Molfile:  

     RDKit          2D

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   -2.6687  -22.9236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8473  -23.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4992  -24.5849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250  -23.4537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6158  -24.2997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6024  -23.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094  -23.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3358  -24.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0428  -24.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7548  -24.6801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7658  -25.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0589  -25.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3407  -25.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2973  -22.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1343  -23.4112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8710  -24.2763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6427  -24.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6280  -25.9373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0685  -26.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7899  -27.1521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7995  -27.9777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5098  -25.3358    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4760  -25.2083    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9368  -22.4576    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 14  1  0
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  5  8  1  0
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  5 10  1  0
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  1  3  1  0
 11 23  1  1
  9 24  1  6
  5 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2368478

   2-[(1S,4S,5R,8S,9R,10R,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]ethanamine

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: 311.42

Molecular Weight (Monoisotopic): 311.2097

AlogP: 2.59

#Rotatable Bonds: 2

Polar Surface Area: 62.94

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.13

CX LogP: 2.64

CX LogD: 0.09

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.79

Np Likeness Score: 3.40

References

1. Jung M, Tak J, Chung WY, Park KK..  (2006)  Antiangiogenic activity of deoxoartemisinin derivatives on chorioallantoic membrane.,  16  (5): [PMID:16380253] [10.1016/j.bmcl.2005.11.074]

Source

Source(1):

• Scientific Literature