1-((1S)-(6-methoxyquinolin-4-yl)((2S)-8-vinylquinuclidin-2-yl)methyl)-3-(3-(trifluoromethyl)phenyl)urea

ID: ALA5083641

PubChem CID: 166630079

Max Phase: Preclinical

Molecular Formula: C28H29F3N4O2

Molecular Weight: 510.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=CC1CN2CCC1C[C@H]2[C@@H](NC(=O)Nc1cccc(C(F)(F)F)c1)c1ccnc2ccc(OC)cc12

Standard InChI:  InChI=1S/C28H29F3N4O2/c1-3-17-16-35-12-10-18(17)13-25(35)26(22-9-11-32-24-8-7-21(37-2)15-23(22)24)34-27(36)33-20-6-4-5-19(14-20)28(29,30)31/h3-9,11,14-15,17-18,25-26H,1,10,12-13,16H2,2H3,(H2,33,34,36)/t17?,18?,25-,26-/m0/s1

Standard InChI Key:  GEJFTXPIKBYXCY-NLRAZLJFSA-N

Molfile:  

 
     RDKit          2D

 38 42  0  0  0  0  0  0  0  0999 V2000
    6.2644  -14.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5468  -14.2107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5590  -13.9635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7409  -14.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2160  -13.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7305  -13.5674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013  -13.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7307  -12.7075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9244  -14.4700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268  -15.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3374  -14.4645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6303  -14.0595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3376  -15.2825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6318  -15.6841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6294  -16.4911    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3359  -16.9046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0406  -16.4888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0375  -15.6838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6266  -13.2458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9190  -12.8433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7426  -15.2788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4468  -15.6810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0309  -11.9474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8392  -11.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4506  -16.4982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1602  -16.9035    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7448  -16.9101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8660  -16.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5711  -16.9003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2764  -16.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2730  -15.6710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5584  -15.2659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8560  -15.6794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5518  -14.4487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2561  -14.0344    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.8407  -14.0459    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.5446  -13.6281    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.0282  -14.9571    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2  4  1  0
  2  5  1  0
  3  6  1  0
  4  7  1  0
  5  8  1  0
  6  7  1  0
  6  8  1  0
  9 10  2  0
 10 14  1  0
 13 11  1  0
 11 12  2  0
 12  9  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 13  2  0
 12 19  1  0
 19 20  1  0
 18 21  1  0
 21 22  1  1
 21  4  1  0
  8 23  1  0
 23 24  2  0
 22 25  1  0
 25 26  1  0
 25 27  2  0
 26 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 28  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 34 37  1  0
  4 38  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA5083641

   ---

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: 510.56

Molecular Weight (Monoisotopic): 510.2243

AlogP: 6.02

#Rotatable Bonds: 6

Polar Surface Area: 66.49

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.26

CX Basic pKa: 8.45

CX LogP: 5.01

CX LogD: 3.92

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.40

Np Likeness Score: -0.58

References

1. Jin PR, Ta YN, Chen IT, Yu YN, Hsieh HT, Nguyen VT, Hsieh SY, Hsia T, Liu H, Hsu CW, Han JL, Chen Y..  (2021)  Cinchona Alkaloid-Inspired Urea-Containing Autophagy Inhibitor Shows Single-Agent Anticancer Efficacy.,  64  (19.0): [PMID:34558909] [10.1021/acs.jmedchem.1c01036]

Source

Source(1):

• Scientific Literature