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

ID: ALA4277014

PubChem CID: 145983691

Max Phase: Preclinical

Molecular Formula: C23H26N4O3

Molecular Weight: 406.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CC/C(Cn1cc(-c3ccc(N)cc3)nn1)=C\CC[C@@]1(C)O[C@@H]21

Standard InChI:  InChI=1S/C23H26N4O3/c1-14-18-10-5-15(4-3-11-23(2)21(30-23)20(18)29-22(14)28)12-27-13-19(25-26-27)16-6-8-17(24)9-7-16/h4,6-9,13,18,20-21H,1,3,5,10-12,24H2,2H3/b15-4+/t18-,20-,21-,23+/m0/s1

Standard InChI Key:  WJRKWIHULFPPQS-UVHRBFQASA-N

Molfile:  

     RDKit          2D

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   19.7802  -21.1187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   17.9039  -19.6786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.0554  -21.2676    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.2936  -19.2205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.9995  -18.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   23.0396  -17.4351    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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  7 27  1  6
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M  END

Alternative Forms

1. Parent:

   

   ALA4277014

   ---

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: 406.49

Molecular Weight (Monoisotopic): 406.2005

AlogP: 3.28

#Rotatable Bonds: 3

Polar Surface Area: 95.56

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.15

CX LogP: 3.53

CX LogD: 3.53

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.28

Np Likeness Score: 1.28

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