(1S,2S,5R)-5-aminobicyclo[3.1.0]hexane-2-carboxylic acid

ID: ALA3326391

PubChem CID: 118711599

Max Phase: Preclinical

Molecular Formula: C7H11NO2

Molecular Weight: 141.17

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N[C@@]12CC[C@H](C(=O)O)[C@@H]1C2

Standard InChI:  InChI=1S/C7H11NO2/c8-7-2-1-4(6(9)10)5(7)3-7/h4-5H,1-3,8H2,(H,9,10)/t4-,5-,7+/m0/s1

Standard InChI Key:  YFGNHEYEOLSERH-KZLJYQGOSA-N

Molfile:  

     RDKit          2D

 11 12  0  0  0  0  0  0  0  0999 V2000
    5.0187   -2.3241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4228   -3.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6101   -3.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3590   -3.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0165   -4.2842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6739   -3.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511   -4.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6241   -4.8574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0614   -3.5113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7947   -2.9801    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2362   -3.0294    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  1  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  6  7  1  1
  7  8  1  0
  7  9  2  0
  3 10  1  6
  2 11  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA3326391

   ---

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: 141.17

Molecular Weight (Monoisotopic): 141.0790

AlogP: 0.20

#Rotatable Bonds: 1

Polar Surface Area: 63.32

Molecular Species: ZWITTERION

HBA: 2

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.21

CX Basic pKa: 10.32

CX LogP: -2.50

CX LogD: -2.50

Aromatic Rings: ┄

Heavy Atoms: 10

QED Weighted: 0.55

Np Likeness Score: 1.40

References

1. Kobayashi T, Suemasa A, Igawa A, Ide S, Fukuda H, Abe H, Arisawa M, Minami M, Shuto S..  (2014)  Conformationally Restricted GABA with Bicyclo[3.1.0]hexane Backbone as the First Highly Selective BGT-1 Inhibitor.,  5  (8): [PMID:25147609] [10.1021/ml500134k]

Source

Source(1):

• Scientific Literature