(Z)-2-(cis-1,2,3,4,5,6-hexahydrophthalimido)-2-butenoic acid

ID: ALA2289104

PubChem CID: 76334741

Max Phase: Preclinical

Molecular Formula: C12H15NO4

Molecular Weight: 237.25

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C=C(/C(=O)O)N1C(=O)[C@H]2CCCC[C@H]2C1=O

Standard InChI:  InChI=1S/C12H15NO4/c1-2-9(12(16)17)13-10(14)7-5-3-4-6-8(7)11(13)15/h2,7-8H,3-6H2,1H3,(H,16,17)/b9-2-/t7-,8+

Standard InChI Key:  VJROZJSYZROTHM-CCERLFKGSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
   29.4380   -6.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9589   -7.3093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.4440   -7.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2159   -6.8951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2192   -7.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9248   -8.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6274   -7.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6201   -6.8837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9140   -6.4851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1831   -5.8678    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1968   -8.7448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1417   -7.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7331   -6.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9159   -6.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1417   -5.8939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7331   -8.0170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1417   -8.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  2  3  1  0
  3  5  1  0
  4  5  1  0
  5  6  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  0
  4  9  1  1
  1 10  2  0
  3 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 12 16  2  0
 16 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289104

   (Z)-2-[(3aR,7aS)-1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl]but-2-enoic acid

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: 237.25

Molecular Weight (Monoisotopic): 237.1001

AlogP: 1.15

#Rotatable Bonds: 2

Polar Surface Area: 74.68

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.84

CX Basic pKa: ┄

CX LogP: 1.13

CX LogD: -2.11

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.58

Np Likeness Score: 0.65

References

1. TANAKA S, KATAYAMA M.  (2000)  Hydrogenated and Dichiorinated N-Phthaloyl-L-threonines and Their Dehydrated Phthalimides with Root Growth-promoting Activity for Rice Seedings,  25  (2): [10.1584/jpestics.25.133]

Source

Source(1):

• Scientific Literature