(1aR,7aS,10aS,10bS,E)-N,N-dibutyl-1a-methyl-8-methylene-9-oxo-1a,2,3,6,7,7a, 8,9,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-5-carboxamide

ID: ALA4075902

PubChem CID: 137650684

Max Phase: Preclinical

Molecular Formula: C23H35NO4

Molecular Weight: 389.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(C(=O)N(CCCC)CCCC)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C23H35NO4/c1-5-7-14-24(15-8-6-2)21(25)17-10-9-13-23(4)20(28-23)19-18(12-11-17)16(3)22(26)27-19/h10,18-20H,3,5-9,11-15H2,1-2,4H3/b17-10+/t18-,19-,20-,23+/m0/s1

Standard InChI Key:  YYPMGEDBJOLGLQ-VGQFNEPRSA-N

Molfile:  

     RDKit          2D

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   35.6500  -20.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   35.3026  -21.9432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   34.4283  -18.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2451  -18.5072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   36.4352  -20.4298    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   33.9978  -17.8381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6756  -19.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4923  -19.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9228  -19.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7396  -19.8454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.6314  -17.7871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4482  -17.7616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 12 20  1  1
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 30 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4075902

   ---

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: 389.54

Molecular Weight (Monoisotopic): 389.2566

AlogP: 4.17

#Rotatable Bonds: 7

Polar Surface Area: 59.14

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.42

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: ┄

Heavy Atoms: 28

QED Weighted: 0.37

Np Likeness Score: 1.84

References

1. Yang Z, Kuang B, Kang N, Ding Y, Ge W, Lian L, Gao Y, Wei Y, Chen Y, Zhang Q..  (2017)  Synthesis and anti-acute myeloid leukemia activity of C-14 modified parthenolide derivatives.,  127  [PMID:28068601] [10.1016/j.ejmech.2016.12.044]

Source

Source(1):

• Scientific Literature