2-cyano-N-hexyl-3-(3-methoxyphenyl)acrylamide

ID: ALA427553

PubChem CID: 25844179

Max Phase: Preclinical

Molecular Formula: C17H22N2O2

Molecular Weight: 286.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCNC(=O)/C(C#N)=C/c1cccc(OC)c1

Standard InChI:  InChI=1S/C17H22N2O2/c1-3-4-5-6-10-19-17(20)15(13-18)11-14-8-7-9-16(12-14)21-2/h7-9,11-12H,3-6,10H2,1-2H3,(H,19,20)/b15-11+

Standard InChI Key:  FASXXJDAWKMQRZ-RVDMUPIBSA-N

Molfile:  

     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
    8.6027   -9.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6016  -10.0482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3164  -10.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0328  -10.0477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0300   -9.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3146   -8.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7429   -8.8020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4589   -9.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1718   -8.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4620  -10.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4689  -10.8577    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8878   -9.2064    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1687   -7.9716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6008   -8.7912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3168   -9.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0297   -8.7858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3162  -11.2860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6016  -11.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7457   -9.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7488  -10.0206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4648  -10.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 10 11  3  0
  5  6  2  0
  9 12  1  0
  6  1  1  0
  9 13  2  0
  1  2  2  0
 12 14  1  0
  5  7  1  0
 14 15  1  0
  3  4  2  0
 15 16  1  0
  7  8  2  0
  3 17  1  0
 17 18  1  0
  8  9  1  0
 16 19  1  0
  4  5  1  0
 19 20  1  0
  8 10  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA427553

   (E)-2-cyano-N-hexyl-3-(3-methoxyphenyl)prop-2-enamide

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: 286.38

Molecular Weight (Monoisotopic): 286.1681

AlogP: 3.30

#Rotatable Bonds: 8

Polar Surface Area: 62.12

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.42

CX LogD: 3.42

Aromatic Rings: 1

Heavy Atoms: 21

QED Weighted: 0.45

Np Likeness Score: -0.75

References

1. Hill T, Odell LR, Edwards JK, Graham ME, McGeachie AB, Rusak J, Quan A, Abagyan R, Scott JL, Robinson PJ, McCluskey A..  (2005)  Small molecule inhibitors of dynamin I GTPase activity: development of dimeric tyrphostins.,  48  (24): [PMID:16302817] [10.1021/jm040208l]

Source

Source(1):

• Scientific Literature