(R)-(+)-ethyl 5-amino 2-methyl-1,2-dihydro-3-phenylpyrido[3,4-b]pyrazin-7-yl carbamate

ID: ALA4532022

PubChem CID: 155546464

Max Phase: Preclinical

Molecular Formula: C17H19N5O2

Molecular Weight: 325.37

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCNC(=O)Oc1cc2c(c(N)n1)N=C(c1ccccc1)[C@@H](C)N2

Standard InChI:  InChI=1S/C17H19N5O2/c1-3-19-17(23)24-13-9-12-15(16(18)21-13)22-14(10(2)20-12)11-7-5-4-6-8-11/h4-10,20H,3H2,1-2H3,(H2,18,21)(H,19,23)/t10-/m1/s1

Standard InChI Key:  KJJNVMQPVNUKDX-SNVBAGLBSA-N

Molfile:  

 
     RDKit          2D

 24 26  0  0  0  0  0  0  0  0999 V2000
   16.9447  -19.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2397  -19.9638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.9447  -18.7380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6537  -19.9638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7769  -18.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7769  -19.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4860  -18.3294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4860  -19.9638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1909  -19.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1909  -18.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0678  -18.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0678  -19.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3587  -19.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3587  -18.7380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9000  -18.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9000  -17.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6050  -17.1036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3141  -17.5122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3141  -18.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6050  -18.7380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9000  -19.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0678  -17.5122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5306  -19.5552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8215  -19.9638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  2  0
  1  4  1  0
  5  6  2  0
  5  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
  7 10  2  0
 12 13  2  0
 13 14  1  0
 11 14  2  0
  5 11  1  0
  6 12  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 15 20  2  0
 10 15  1  0
  9 21  1  1
 11 22  1  0
  4 13  1  0
 23 24  1  0
  2 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4532022

   ---

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: 325.37

Molecular Weight (Monoisotopic): 325.1539

AlogP: 2.71

#Rotatable Bonds: 3

Polar Surface Area: 101.63

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.53

CX LogP: 2.43

CX LogD: 2.07

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.81

Np Likeness Score: -0.39

References

1. Bueno O, Gargantilla M, Estévez-Gallego J, Martins S, Díaz JF, Camarasa MJ, Liekens S, Pérez-Pérez MJ, Priego EM..  (2019)  Diphenyl ether derivatives occupy the expanded binding site of cyclohexanedione compounds at the colchicine site in tubulin by movement of the αT5 loop.,  171  [PMID:30921759] [10.1016/j.ejmech.2019.03.045]

Source

Source(1):

• Scientific Literature