3-Bromo-5-methoxy-4-(4-((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)piperazin-1-yl)furan-2(5H)-one

ID: ALA4744767

PubChem CID: 162649051

Max Phase: Preclinical

Molecular Formula: C24H35BrN2O7

Molecular Weight: 543.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1OC(=O)C(Br)=C1N1CCN([C@@H]2O[C@@H]3O[C@@]4(C)CC[C@H]5[C@H](C)CC[C@@H]([C@H]2C)[C@@]35OO4)CC1

Standard InChI:  InChI=1S/C24H35BrN2O7/c1-13-5-6-16-14(2)19(30-22-24(16)15(13)7-8-23(3,32-22)33-34-24)27-11-9-26(10-12-27)18-17(25)20(28)31-21(18)29-4/h13-16,19,21-22H,5-12H2,1-4H3/t13-,14-,15+,16+,19-,21?,22-,23-,24-/m1/s1

Standard InChI Key:  OQVROFBJXKDLQD-WDYSGSNSSA-N

Molfile:  

 
     RDKit          2D

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   36.7286   -5.9130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   37.6283  -12.7840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   38.1860  -11.0778    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4744767

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 543.46

Molecular Weight (Monoisotopic): 542.1628

AlogP: 2.95

#Rotatable Bonds: 3

Polar Surface Area: 78.93

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.04

CX Basic pKa: 5.39

CX LogP: 4.08

CX LogD: 4.08

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: 2.20

References

1. Wei MX,Yu JY,Liu XX,Li XQ,Zhang MW,Yang PW,Yang JH.  (2021)  Synthesis of artemisinin-piperazine-furan ether hybrids and evaluation of in vitro cytotoxic activity.,  215  [PMID:33636536] [10.1016/j.ejmech.2021.113295]

Source

Source(1):

• Scientific Literature