2-(3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione

ID: ALA2286887

Cas Number: 103361-04-2

PubChem CID: 11169020

Max Phase: Preclinical

Molecular Formula: C19H16N2O4

Molecular Weight: 336.35

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C#CCN1C(=O)COc2ccc(N3C(=O)C4=C(CCCC4)C3=O)cc21

Standard InChI:  InChI=1S/C19H16N2O4/c1-2-9-20-15-10-12(7-8-16(15)25-11-17(20)22)21-18(23)13-5-3-4-6-14(13)19(21)24/h1,7-8,10H,3-6,9,11H2

Standard InChI Key:  MZRQAUFRLWLFIR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    0.9328  -16.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9328  -17.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380  -17.9328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6380  -16.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433  -16.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3433  -17.5294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1214  -17.7823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6025  -17.1203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215  -16.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3740  -15.6812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3739  -18.5595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4187  -17.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8266  -17.8295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6395  -16.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8244  -16.4147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0525  -17.1216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6421  -17.8290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0473  -18.5342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8645  -18.5381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2748  -17.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8680  -17.1194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2706  -19.2472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6362  -19.2405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0424  -19.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4467  -20.6527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9  5  1  0
  9 10  2  0
  7 11  2  0
 12 13  2  0
 13 17  1  0
 16 14  1  0
 14 15  2  0
 15 12  1  0
  8 12  1  0
 16 17  2  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 18 23  1  0
 23 24  1  0
 24 25  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286887

   1H-Isoindole-1,3(2H)-dione,2-[3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-

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: 336.35

Molecular Weight (Monoisotopic): 336.1110

AlogP: 1.79

#Rotatable Bonds: 2

Polar Surface Area: 66.92

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.20

CX LogP: 1.34

CX LogD: 1.34

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.61

Np Likeness Score: -0.97

References

1. ISHIDA S, HIRAI K, KOHNO H, SATO Y, KUBO H, BOGER P, WAKABAYASHI K.  (1997)  Protoporphyrinogen-IX Oxidase Inhibition by N-(2, 4, 5-Trisubstituted phenyl)-3, 4, 5, 6-tetrahydrophthalimides,  22  (4): [10.1584/jpestics.22.299]

Source

Source(1):

• Scientific Literature