N-{2-[3-(2-Cyano-phenoxy)-2-hydroxy-propylamino]-ethyl}-isonicotinamide

ID: ALA2113337

PubChem CID: 13064079

Max Phase: Preclinical

Molecular Formula: C19H23N3O7

Molecular Weight: 315.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCNCC(O)COc1ccccc1)c1ccncc1.O=C(O)C(=O)O

Standard InChI:  InChI=1S/C17H21N3O3.C2H2O4/c21-15(13-23-16-4-2-1-3-5-16)12-19-10-11-20-17(22)14-6-8-18-9-7-14;3-1(4)2(5)6/h1-9,15,19,21H,10-13H2,(H,20,22);(H,3,4)(H,5,6)

Standard InChI Key:  MVMSVZDULVBRHP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    4.3313  -10.4009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7438  -11.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938   -9.6864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0938  -11.1154    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7438   -9.6864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1792   -8.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -9.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6542   -8.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0042   -8.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -7.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -5.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4667   -6.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542   -5.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -7.1042    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -4.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0542   -7.1042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.2375   -7.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917   -6.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4167   -9.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4125   -7.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9417   -7.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5292   -7.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2292   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -4.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5792   -4.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8167   -3.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917   -3.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  1  4  2  0
  1  5  1  0
  2  6  1  0
  8  7  2  0
  9 19  1  0
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 12 14  1  0
 13 20  1  0
 14 13  1  0
 15 24  1  0
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 18 21  1  0
 19 22  2  0
 20 15  1  0
 21 10  2  0
 22 10  1  0
 23 11  1  0
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 25 16  2  0
 26 16  1  0
 27 26  2  0
 28 25  1  0
 29 27  1  0
  9 18  2  0
 29 28  2  0
M  END

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: 315.37

Molecular Weight (Monoisotopic): 315.1583

AlogP: 0.84

#Rotatable Bonds: 9

Polar Surface Area: 83.48

Molecular Species: BASE

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.82

CX Basic pKa: 8.79

CX LogP: 0.48

CX LogD: -0.92

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.60

Np Likeness Score: -1.02

References

1. Large MS, Smith LH..  (1982)  beta-adrenergic blocking agents. 24. Heterocyclic substituted 1-(aryloxy)-3-[[(amido)alkyl]amino]propan-2-ols.,  25  (12): [PMID:6130155] [10.1021/jm00354a005]

Source

Source(1):

• Scientific Literature