2-((5-methyl-2-phenyloxazol-4-yl)methyl)-N-((6-methylpyridin-2-yl)methyl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

ID: ALA1779976

PubChem CID: 54587529

Max Phase: Preclinical

Molecular Formula: C28H28N4O2

Molecular Weight: 452.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(CNC(=O)C2CN(Cc3nc(-c4ccccc4)oc3C)Cc3ccccc32)n1

Standard InChI:  InChI=1S/C28H28N4O2/c1-19-9-8-13-23(30-19)15-29-27(33)25-17-32(16-22-12-6-7-14-24(22)25)18-26-20(2)34-28(31-26)21-10-4-3-5-11-21/h3-14,25H,15-18H2,1-2H3,(H,29,33)

Standard InChI Key:  KTZOPPLFULGANJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 34 38  0  0  0  0  0  0  0  0999 V2000
    4.8422    1.5029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    1.5018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0763    2.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6650    2.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8386    2.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4314    2.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9014    2.2129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3907    1.5459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1755    1.8007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1757    2.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3911    2.8809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8433    3.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5969    2.7747    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5897    1.9448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2976    1.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3119    3.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0242    2.7584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0154    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7227    1.5181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4393    1.9226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4441    2.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7362    3.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2910    0.7028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8429    1.3156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5731    0.2960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.0022    0.2846    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8619    0.7142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1441    0.3073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4350    0.7293    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176    0.3231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106   -0.5028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4269   -0.9209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413   -0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0066    0.7418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15 18  1  0
 17 16  1  0
  3  4  2  0
  8  9  1  0
 17 18  2  0
 18 19  1  0
  4  5  1  0
 19 20  2  0
  2  3  1  0
 20 21  1  0
  7  8  1  0
 21 22  2  0
 22 17  1  0
  9 10  2  0
 15 23  1  0
 11  7  2  0
  9 24  1  0
  5  6  2  0
 23 25  1  0
 10 12  1  0
 23 26  2  0
  6  1  1  0
 25 27  1  0
 12 13  1  0
 27 28  1  0
 13 14  1  0
 28 29  2  0
  1  2  2  0
 29 30  1  0
  3  7  1  0
 30 31  2  0
 10 11  1  0
 31 32  1  0
 13 16  1  0
 32 33  2  0
 33 28  1  0
 14 15  1  0
 30 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1779976

   2-((5-methyl-2-phenyloxazol-4-yl)methyl)-N-((6-methylpyridin-2-yl)methyl)-1,2,3,4-tetrahydroisoquinoline-4-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 452.56

Molecular Weight (Monoisotopic): 452.2212

AlogP: 4.77

#Rotatable Bonds: 6

Polar Surface Area: 71.26

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.40

CX Basic pKa: 6.99

CX LogP: 3.44

CX LogD: 3.30

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.46

Np Likeness Score: -1.65

References

1. DeNinno MP, Wright SW, Visser MS, Etienne JB, Moore DE, Olson TV, Rocke BN, Andrews MP, Zarbo C, Millham ML, Boscoe BP, Boyer DD, Doran SD, Houseknecht KL..  (2011)  1,5-Substituted nipecotic amides: selective PDE8 inhibitors displaying diastereomer-dependent microsomal stability.,  21  (10): [PMID:21459572] [10.1016/j.bmcl.2011.03.022]

Source

Source(1):

• Scientific Literature