N-[2-(Diethylamino)ethyl]-2-(3,5-dimethyl-1,2-oxazol-4-yl)-quinoline-4-carboxamide

ID: ALA4568853

PubChem CID: 155560708

Max Phase: Preclinical

Molecular Formula: C21H26N4O2

Molecular Weight: 366.47

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCNC(=O)c1cc(-c2c(C)noc2C)nc2ccccc12

Standard InChI:  InChI=1S/C21H26N4O2/c1-5-25(6-2)12-11-22-21(26)17-13-19(20-14(3)24-27-15(20)4)23-18-10-8-7-9-16(17)18/h7-10,13H,5-6,11-12H2,1-4H3,(H,22,26)

Standard InChI Key:  OPJMJNXBZBJNBH-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   25.9206   -4.8312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6286   -5.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6268   -3.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3354   -4.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3362   -4.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0447   -5.2341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7530   -4.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7483   -4.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0391   -3.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0348   -2.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7404   -2.3683    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3250   -2.3758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4502   -2.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1557   -2.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8656   -2.7656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.5711   -2.3533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8699   -3.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5798   -3.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2810   -2.7581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4667   -5.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4655   -6.0463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2445   -6.3008    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7273   -5.6385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.2466   -4.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8036   -6.5256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5003   -4.1980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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 16 18  1  0
 18 19  1  0
 17 20  1  0
  8 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 21  2  0
 22 26  1  0
 25 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4568853

   ---

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: 366.47

Molecular Weight (Monoisotopic): 366.2056

AlogP: 3.58

#Rotatable Bonds: 7

Polar Surface Area: 71.26

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 9.04

CX LogP: 2.67

CX LogD: 1.02

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.69

Np Likeness Score: -1.82

References

1. Musharrafieh R, Zhang J, Tuohy P, Kitamura N, Bellampalli SS, Hu Y, Khanna R, Wang J..  (2019)  Discovery of Quinoline Analogues as Potent Antivirals against Enterovirus D68 (EV-D68).,  62  (8): [PMID:30912944] [10.1021/acs.jmedchem.9b00115]

Source

Source(1):

• Scientific Literature