(3R,4S,5R,6R,7S)-3,4,5,7-Tetrahydroxyconidine

ID: ALA2409319

PubChem CID: 71747509

Max Phase: Preclinical

Molecular Formula: C7H13NO4

Molecular Weight: 175.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O[C@@H]1[C@H](O)[C@H]2[C@@H](O)CN2C[C@H]1O

Standard InChI:  InChI=1S/C7H13NO4/c9-3-1-8-2-4(10)6(11)7(12)5(3)8/h3-7,9-12H,1-2H2/t3-,4+,5+,6-,7+/m0/s1

Standard InChI Key:  OTISSNYDSWSYDR-CXNFULCWSA-N

Molfile:  

     RDKit          2D

 13 14  0  0  0  0  0  0  0  0999 V2000
    7.7592   -2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7592   -3.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1697   -2.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4645   -2.4020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4645   -1.5849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8787   -2.4082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0503   -2.4082    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8723   -3.2192    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1703   -3.6328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4640   -4.0366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8679   -4.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5741   -4.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3626   -4.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2 10  1  0
  9  3  1  0
  3  4  1  0
  4  5  1  6
  3  6  1  6
  1  7  1  1
  9  8  1  6
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12  9  1  0
 12 13  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA2409319

   (3R,4S,5R,6R,7S)-3,4,5,7-TETRAHYDROXYCONIDINE

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: 175.18

Molecular Weight (Monoisotopic): 175.0845

AlogP: -2.87

#Rotatable Bonds: ┄

Polar Surface Area: 84.16

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.89

CX Basic pKa: 6.94

CX LogP: -2.61

CX LogD: -2.74

Aromatic Rings: ┄

Heavy Atoms: 12

QED Weighted: 0.32

Np Likeness Score: 1.66

References

1. Martínez RF, Araújo N, Jenkinson SF, Nakagawa S, Kato A, Fleet GW..  (2013)  (3R,4S,5R,6R,7S)-3,4,5,7-Tetrahydroxyconidine, an azetidine analogue of 6,7-diepicastanospermine and a conformationally constrained d-deoxyaltronojirimycin, from l-arabinose.,  21  (16): [PMID:23545138] [10.1016/j.bmc.2013.03.004]

Source

Source(1):

• Scientific Literature