SID26660223

ID: ALA1301673

PubChem CID: 16682067

Max Phase: Preclinical

Molecular Formula: C23H26N4O4

Molecular Weight: 422.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)C(=O)Nc1cccc(C2=NOC3(C2)C[C@@H](C(N)=O)N(C(=O)/C=C/C=C/C)C3)c1

Standard InChI:  InChI=1S/C23H26N4O4/c1-4-5-6-10-20(28)27-14-23(13-19(27)21(24)29)12-18(26-31-23)16-8-7-9-17(11-16)25-22(30)15(2)3/h4-11,19H,2,12-14H2,1,3H3,(H2,24,29)(H,25,30)/b5-4+,10-6+/t19-,23?/m0/s1

Standard InChI Key:  SBWWSKSGOLBHLX-AFMQZQPLSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  1  0  0  0  0  0999 V2000
   -1.2025    0.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780   -0.2939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381    1.9859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0056   -1.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9569   -0.1445    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4178    0.6805    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3780    0.8298    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4244   -0.4433    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6874    0.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9569    0.6805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723   -0.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1723    0.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2025   -0.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4178   -0.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6244   -0.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2496   -0.6295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6244    1.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0033   -0.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1634   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5381   -1.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6707   -0.7788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8308   -1.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5845   -1.5993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2056   -1.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0918   -0.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8455   -0.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1193   -2.7554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7868   -3.2403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5129   -1.0776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9317    0.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7005   -4.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0
  1  9  1  0
  2 15  2  0
  3 17  2  0
  4 25  2  0
  5 10  1  0
  5 11  1  0
  5 15  1  0
  6 14  2  0
  7 17  1  0
  8 21  1  0
  8 25  1  0
  9 11  1  0
  9 12  1  0
  9 13  1  0
 10 12  1  0
 10 17  1  6
 13 14  1  0
 14 16  1  0
 15 20  1  0
 16 18  1  0
 16 19  2  0
 18 21  2  0
 19 22  1  0
 20 24  2  0
 21 23  1  0
 22 23  2  0
 24 27  1  0
 25 26  1  0
 26 29  2  0
 26 30  1  0
 27 28  2  0
 28 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1301673

   (8S)-7-[(2E,4E)-hexa-2,4-dienoyl]-3-(3-methacrylamidophenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-ene-8-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: 422.49

Molecular Weight (Monoisotopic): 422.1954

AlogP: 2.28

#Rotatable Bonds: 6

Polar Surface Area: 114.09

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 2.97

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.54

Np Likeness Score: -0.23

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays