(1aR,7aS,10aS,10bS,E)-1a-Methyl-8-methylene-5-((4-(thiophen-3-yl)-1H-1,2,3-triazol-1-yl)methyl)-2,3,6,7,7a,8,10a,10b-octahydrooxireno[2',3':9,10]cyclodeca[1,2-b]furan-9(1aH)-one

ID: ALA4289154

PubChem CID: 145987937

Max Phase: Preclinical

Molecular Formula: C21H23N3O3S

Molecular Weight: 397.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(Cn1cc(-c3ccsc3)nn1)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C21H23N3O3S/c1-13-16-6-5-14(10-24-11-17(22-23-24)15-7-9-28-12-15)4-3-8-21(2)19(27-21)18(16)26-20(13)25/h4,7,9,11-12,16,18-19H,1,3,5-6,8,10H2,2H3/b14-4+/t16-,18-,19-,21+/m0/s1

Standard InChI Key:  XWIUIRFBWJSKGD-CWCYHTAHSA-N

Molfile:  

     RDKit          2D

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   11.7266  -20.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2356  -21.2714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   13.0462  -17.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3593  -19.8313    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5108  -21.4203    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7490  -19.3732    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5319  -18.2509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3079  -17.9961    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4289154

   ---

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: 397.50

Molecular Weight (Monoisotopic): 397.1460

AlogP: 3.76

#Rotatable Bonds: 3

Polar Surface Area: 69.54

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.14

CX LogD: 4.14

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.34

Np Likeness Score: 0.82

References

1. Janganati V, Ponder J, Balasubramaniam M, Bhat-Nakshatri P, Bar EE, Nakshatri H, Jordan CT, Crooks PA..  (2018)  MMB triazole analogs are potent NF-κB inhibitors and anti-cancer agents against both hematological and solid tumor cells.,  157  [PMID:30121494] [10.1016/j.ejmech.2018.08.010]

Source

Source(1):

• Scientific Literature