N-[(1S)-1-Benzyl-2-[(3-fluoro-2-oxo-propyl)amino]-2-oxo-ethyl]quinoline-8-carboxamide

ID: ALA4525169

PubChem CID: 155519459

Max Phase: Preclinical

Molecular Formula: C22H20FN3O3

Molecular Weight: 393.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CF)CNC(=O)[C@H](Cc1ccccc1)NC(=O)c1cccc2cccnc12

Standard InChI:  InChI=1S/C22H20FN3O3/c23-13-17(27)14-25-22(29)19(12-15-6-2-1-3-7-15)26-21(28)18-10-4-8-16-9-5-11-24-20(16)18/h1-11,19H,12-14H2,(H,25,29)(H,26,28)/t19-/m0/s1

Standard InChI Key:  JBOWXQXSWZMTBF-IBGZPJMESA-N

Molfile:  

 
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   26.3274  -13.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0351  -12.6252    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3274  -13.8510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6197  -11.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.2042  -11.8080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0347  -11.8107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7420  -11.4028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.7944  -14.2565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4987  -13.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0822  -13.0300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7876  -12.6247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7884  -11.8129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.0844  -11.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3782  -11.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3809  -12.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4525169

   ---

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: 393.42

Molecular Weight (Monoisotopic): 393.1489

AlogP: 2.23

#Rotatable Bonds: 8

Polar Surface Area: 88.16

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.86

CX Basic pKa: 2.99

CX LogP: 2.21

CX LogD: 2.21

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.61

Np Likeness Score: -0.72

References

1. Qiu Z, Kuhn B, Aebi J, Lin X, Ding H, Zhou Z, Xu Z, Xu D, Han L, Liu C, Qiu H, Zhang Y, Haap W, Riemer C, Stahl M, Qin N, Shen HC, Tang G..  (2016)  Discovery of Fluoromethylketone-Based Peptidomimetics as Covalent ATG4B (Autophagin-1) Inhibitors.,  7  (8): [PMID:27563406] [10.1021/acsmedchemlett.6b00208]

Source

Source(1):

• Scientific Literature