(1S,5S)-2-((1-(3-bromophenyl)-1H-1,2,3-triazol-4-yl)methyl)-1,8,8-trimethyl-2-azabicyclo[3.2.1]octan-3-one

ID: ALA4873718

PubChem CID: 164621208

Max Phase: Preclinical

Molecular Formula: C19H23BrN4O

Molecular Weight: 403.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)[C@H]2CC[C@]1(C)N(Cc1cn(-c3cccc(Br)c3)nn1)C(=O)C2

Standard InChI:  InChI=1S/C19H23BrN4O/c1-18(2)13-7-8-19(18,3)23(17(25)9-13)11-15-12-24(22-21-15)16-6-4-5-14(20)10-16/h4-6,10,12-13H,7-9,11H2,1-3H3/t13-,19-/m0/s1

Standard InChI Key:  MGTYMYCKTQIWQM-DJJJIMSYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   29.7242  -18.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5408  -18.3427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1067  -17.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3140  -18.4251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3140  -19.2323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0139  -19.6374    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7242  -19.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0096  -18.0267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4716  -18.6481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8891  -19.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0139  -20.4587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7258  -20.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8115  -21.6911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6150  -21.8610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0277  -21.1491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.4767  -20.5378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.9473  -22.6117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4646  -23.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7964  -24.0233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6140  -24.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0989  -23.4390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7603  -22.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5365  -19.2727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0020  -17.2064    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.6060  -19.6405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.9119  -23.5210    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  3  1  0
  4  5  1  0
  4  8  1  0
  5  6  1  0
  6  7  1  0
  7  1  1  0
  1  8  1  0
  8  9  1  0
  9 10  1  0
  7 10  1  0
  6 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
 14 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
  7 23  1  6
  8 24  1  6
  5 25  2  0
 21 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4873718

   ---

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: 403.32

Molecular Weight (Monoisotopic): 402.1055

AlogP: 3.96

#Rotatable Bonds: 3

Polar Surface Area: 51.02

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.71

CX LogD: 3.71

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: -0.81

References

1. Zhang Y, Zhang TJ, Li XY, Liang JW, Tu S, Xu HL, Xue WH, Qian XH, Zhang ZH, Zhang X, Meng FH..  (2021)  2-((1-Phenyl-1H-1,2,3-triazol-4-yl)methyl)-2-azabicyclo[3.2.1]octan-3-one derivatives: Simplification and modification of aconitine scaffold for the discovery of novel anticancer agents.,  210  [PMID:33189438] [10.1016/j.ejmech.2020.112988]

Source

Source(1):

• Scientific Literature