4-((2R,6S)-3,5-Dioxo-4-aza-tricyclo[5.2.1.0*2,6*]dec-8-en-4-yl)-butyric acid

ID: ALA4858487

PubChem CID: 677385

Max Phase: Preclinical

Molecular Formula: C13H15NO4

Molecular Weight: 249.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)CCCN1C(=O)[C@@H]2[C@H](C1=O)[C@H]1C=C[C@@H]2C1

Standard InChI:  InChI=1S/C13H15NO4/c15-9(16)2-1-5-14-12(17)10-7-3-4-8(6-7)11(10)13(14)18/h3-4,7-8,10-11H,1-2,5-6H2,(H,15,16)/t7-,8+,10+,11-

Standard InChI Key:  WGPBWBNVJMUVEK-YDRMRZIKSA-N

Molfile:  

 
     RDKit          2D

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   23.6694  -24.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3839  -24.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0984  -24.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8130  -24.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9547  -24.2027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8642  -23.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1968  -24.5412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6446  -23.9281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0562  -23.2162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6478  -22.5077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8261  -22.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4145  -23.2168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8245  -23.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0482  -22.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4609  -22.4983    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   21.2274  -24.6402    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749  -22.8302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0257  -25.3483    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5275  -24.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8130  -23.3777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6478  -21.6827    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0276  -24.1450    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  1  5  1  0
  5  6  1  0
  9  6  1  0
  8  7  1  0
  7  5  1  0
  8  9  1  0
 13  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 13 12  1  0
 13 14  1  0
 10 14  1  0
  9 15  1  6
  8 16  1  6
  6 17  2  0
  7 18  2  0
  4 19  2  0
  4 20  1  0
 10 21  1  1
 13 22  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4858487

   4-[(1R,2R,6S,7S)-3,5-dioxo-4-azatricyclo[5.2.1.02,6]dec-8-en-4-yl]butanoic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 249.27

Molecular Weight (Monoisotopic): 249.1001

AlogP: 0.66

#Rotatable Bonds: 4

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: 4.23

CX Basic pKa: ┄

CX LogP: 0.05

CX LogD: -2.96

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.59

Np Likeness Score: -0.26

References

1. Richardson NL, O'Malley LJ, Weissberger D, Tumber A, Schofield CJ, Griffith R, Jones NM, Hunter L..  (2021)  Discovery of neuroprotective agents that inhibit human prolyl hydroxylase PHD2.,  38  [PMID:33862469] [10.1016/j.bmc.2021.116115]

Source

Source(1):

• Scientific Literature