SID26725174

ID: ALA1368108

PubChem CID: 16745469

Max Phase: Preclinical

Molecular Formula: C21H24N4O4

Molecular Weight: 396.45

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)C3)c1

Standard InChI:  InChI=1S/C21H24N4O4/c1-12(2)19(27)23-15-7-5-6-14(8-15)16-9-21(29-24-16)10-17(18(22)26)25(11-21)20(28)13(3)4/h5-8,17H,1,3,9-11H2,2,4H3,(H2,22,26)(H,23,27)/t17-,21?/m0/s1

Standard InChI Key:  ZTBAYPBTARIWTP-PBVYKCSPSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  1  0  0  0  0  0999 V2000
   -0.1697    1.5581    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3453    0.3288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054    2.6086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8783    0.0301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242    0.4782    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149    1.3032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3453    1.4526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572    0.1795    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6546    0.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242    1.3032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1395    0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1395    1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1697    0.2233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6149    0.4782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916   -0.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2824   -0.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5916    1.7881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0360    0.3288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1961   -0.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7035   -0.1561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8636   -1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6172   -0.9766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7517   -1.1628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1728   -1.3121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1246   -0.3054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0384   -1.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7058   -1.6108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2847   -1.4615    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 26  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 26  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 18  1  0
 16 19  2  0
 16 20  1  0
 18 24  2  0
 18 25  1  0
 19 21  1  0
 20 22  2  0
 21 23  2  0
 22 23  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1368108

   (8S)-3-(3-methacrylamidophenyl)-7-methacryloyl-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: 396.45

Molecular Weight (Monoisotopic): 396.1798

AlogP: 1.73

#Rotatable Bonds: 5

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: 3.02

CX LogP: 1.40

CX LogD: 1.40

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.74

Np Likeness Score: -0.61

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays