((3aS,9aR,10aS,10bS,E)-9a-Methyl-3-methylene-2-oxo-2,3,3a,4,5,8,9,9a,10a,10b-decahydrooxireno[2',3':9,10]cyclodeca-[1,2-b]furan-6-yl)methyl-4-bromoquinoline-6-carboxylate

ID: ALA4875150

PubChem CID: 164629060

Max Phase: Preclinical

Molecular Formula: C25H24BrNO5

Molecular Weight: 498.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(COC(=O)c1ccc3nccc(Br)c3c1)=C/CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C25H24BrNO5/c1-14-17-7-5-15(4-3-10-25(2)22(32-25)21(17)31-23(14)28)13-30-24(29)16-6-8-20-18(12-16)19(26)9-11-27-20/h4,6,8-9,11-12,17,21-22H,1,3,5,7,10,13H2,2H3/b15-4+/t17-,21-,22-,25+/m0/s1

Standard InChI Key:  QKHXGJCZOWEZAO-CVLHGANWSA-N

Molfile:  

 
     RDKit          2D

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   24.3258  -19.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0384  -18.3330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7511  -18.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   26.4575  -19.9899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6240  -20.7979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4440  -20.8891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   25.7290  -16.2729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8732  -16.6690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5841  -16.2504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1454  -15.4385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8534  -15.0176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5739  -15.4223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2825  -15.0007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.2717  -14.1745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5465  -13.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8409  -14.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1192  -13.7946    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   26.1601  -18.8613    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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  7 35  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4875150

   ---

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: 498.37

Molecular Weight (Monoisotopic): 497.0838

AlogP: 4.91

#Rotatable Bonds: 3

Polar Surface Area: 78.02

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.74

CX LogP: 5.21

CX LogD: 5.21

Aromatic Rings: 2

Heavy Atoms: 32

QED Weighted: 0.26

Np Likeness Score: 1.72

References

1. Liu X, Wang C, Li S, Qu L, Yin F, Lu D, Luo H, Chen X, Luo Z, Cui N, Wang X, Kong L..  (2021)  Parthenolide Derivatives as PKM2 Activators Showing Potential in Colorectal Cancer.,  64  (23.0): [PMID:34847663] [10.1021/acs.jmedchem.1c01380]

Source

Source(1):

• Scientific Literature