SID26725162

ID: ALA1340117

PubChem CID: 16745457

Max Phase: Preclinical

Molecular Formula: C22H26N4O4

Molecular Weight: 410.47

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/CC)C3)c1

Standard InChI:  InChI=1S/C22H26N4O4/c1-4-5-9-19(27)26-13-22(12-18(26)20(23)28)11-17(25-30-22)15-7-6-8-16(10-15)24-21(29)14(2)3/h5-10,18H,2,4,11-13H2,1,3H3,(H2,23,28)(H,24,29)/b9-5+/t18-,22?/m0/s1

Standard InChI Key:  VESRJKLHANLKDM-CMVJWDLVSA-N

Molfile:  

     RDKit          2D

 30 32  0  0  1  0  0  0  0  0999 V2000
   -1.4499    0.6755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255   -0.5538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856    1.7259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7582   -2.0086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2043   -0.4045    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6653    0.4205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6255    0.5699    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770   -0.7032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9348    0.0080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2043    0.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197   -0.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4197    0.6755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4499   -0.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6653   -0.4045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718   -0.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0022   -0.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8718    0.9055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7559   -0.5538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0841   -1.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -1.7099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4233   -1.0388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834   -2.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371   -1.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4530   -2.1948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8444   -1.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5981   -0.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3668   -3.0153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2655   -1.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6843   -0.0321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0342   -3.5002    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 28  2  0
 26 29  1  0
 27 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1340117

   (8S)-3-(3-methacrylamidophenyl)-7-[(E)-pent-2-enoyl]-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: 410.47

Molecular Weight (Monoisotopic): 410.1954

AlogP: 2.12

#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: 3.06

CX LogP: 1.83

CX LogD: 1.83

Aromatic Rings: 1

Heavy Atoms: 30

QED Weighted: 0.70

Np Likeness Score: -0.31

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays