1-Benzyl-4-(quinolin-3-yl)-1,4-dihydropyridine-3,5-dicarboxamide

ID: ALA4514437

PubChem CID: 155539231

Max Phase: Preclinical

Molecular Formula: C23H20N4O2

Molecular Weight: 384.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC(=O)C1=CN(Cc2ccccc2)C=C(C(N)=O)C1c1cnc2ccccc2c1

Standard InChI:  InChI=1S/C23H20N4O2/c24-22(28)18-13-27(12-15-6-2-1-3-7-15)14-19(23(25)29)21(18)17-10-16-8-4-5-9-20(16)26-11-17/h1-11,13-14,21H,12H2,(H2,24,28)(H2,25,29)

Standard InChI Key:  YFJBUGZNZNCXBS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    4.8528  -12.5814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1352  -12.1743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4239  -12.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302  -13.4172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7189  -13.8352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7252  -14.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0139  -15.0781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0201  -15.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3088  -16.3210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5912  -15.9140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5850  -15.0890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2963  -14.6711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0013  -13.4281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9950  -12.6032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2774  -12.1961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2711  -11.3712    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5661  -12.6141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7063  -12.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7000  -11.3603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824  -10.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9761  -10.1282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4113  -10.9423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4050  -10.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6874   -9.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6811   -8.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3924   -8.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1100   -8.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1163   -9.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1289  -11.3494    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  7 12  1  0
  5 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 14 18  1  0
  3 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 21 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 23 28  1  0
  2 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4514437

   ---

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: 384.44

Molecular Weight (Monoisotopic): 384.1586

AlogP: 2.57

#Rotatable Bonds: 5

Polar Surface Area: 102.31

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 4.20

CX LogP: 1.62

CX LogD: 1.62

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.71

Np Likeness Score: -0.60

References

1. Valente S, Mellini P, Spallotta F, Carafa V, Nebbioso A, Polletta L, Carnevale I, Saladini S, Trisciuoglio D, Gabellini C, Tardugno M, Zwergel C, Cencioni C, Atlante S, Moniot S, Steegborn C, Budriesi R, Tafani M, Del Bufalo D, Altucci L, Gaetano C, Mai A..  (2016)  1,4-Dihydropyridines Active on the SIRT1/AMPK Pathway Ameliorate Skin Repair and Mitochondrial Function and Exhibit Inhibition of Proliferation in Cancer Cells.,  59  (4): [PMID:26689352] [10.1021/acs.jmedchem.5b01117]

Source

Source(1):

• Scientific Literature