(1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid

ID: ALA5266781

Max Phase: Preclinical

Molecular Formula: C9H10O4

Molecular Weight: 182.17

Names and Identifiers

Canonical SMILES:  O=C(O)[C@@H]1[C@H](C(=O)O)[C@@H]2C=C[C@H]1C2

Standard InChI:  InChI=1S/C9H10O4/c10-8(11)6-4-1-2-5(3-4)7(6)9(12)13/h1-2,4-7H,3H2,(H,10,11)(H,12,13)/t4-,5+,6-,7+

Standard InChI Key:  NIDNOXCRFUCAKQ-UMRXKNAASA-N

Molfile:  

 
     RDKit          2D

 15 16  0  0  0  0  0  0  0  0999 V2000
   -1.0715    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570    1.4434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    1.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573    0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -0.2065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0715    0.2060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3570   -1.0311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570   -1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0713   -1.4434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7857    0.2060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714   -1.0310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4884    0.7891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7857   -0.2063    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    1.4433    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  5  7  1  1
  7  8  1  0
  7  9  2  0
  4 10  1  1
 10 11  2  0
 10 12  1  0
  6 13  1  0
  3 13  1  0
  6 14  1  6
  3 15  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5266781

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 182.17

Molecular Weight (Monoisotopic): 182.0579

AlogP: 0.59

#Rotatable Bonds: 2

Polar Surface Area: 74.60

Molecular Species: ACID

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.74

CX Basic pKa: ┄

CX LogP: 0.42

CX LogD: -4.48

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.61

Np Likeness Score: 0.29

References

1. Chen J, Lu Y, Ye X, Emam M, Zhang H, Wang H..  (2020)  Current advances in Vibrio harveyi quorum sensing as drug discovery targets.,  207  [PMID:32871343] [10.1016/j.ejmech.2020.112741]

Source

Source(1):

• Scientific Literature