(2R,3R,4S,5S,6S)-2-(hydroxymethyl)azepane-3,4,5,6-tetraol

ID: ALA4529797

PubChem CID: 10035493

Max Phase: Preclinical

Molecular Formula: C7H15NO5

Molecular Weight: 193.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  OC[C@H]1NC[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C7H15NO5/c9-2-3-5(11)7(13)6(12)4(10)1-8-3/h3-13H,1-2H2/t3-,4+,5-,6+,7+/m1/s1

Standard InChI Key:  ZDYFNBCFKWFCQZ-UOYQFSTFSA-N

Molfile:  

 
     RDKit          2D

 13 13  0  0  0  0  0  0  0  0999 V2000
   23.4389   -9.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1835   -9.4600    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9248   -9.8261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2462  -10.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1032  -10.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7551  -11.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5810  -11.2674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9057  -10.8217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9313  -12.0143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4400  -10.7857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3909  -12.0018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8002   -9.2843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0287   -9.5763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  3  5  1  0
  4  6  1  0
  5  7  1  0
  6  7  1  0
  5  8  1  6
  7  9  1  6
  4 10  1  6
  6 11  1  1
  1 12  1  1
 12 13  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4529797

   (2R,3R,4S,5S,6S)-2-(hydroxymethyl)azepane-3,4,5,6-tetrol

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: 193.20

Molecular Weight (Monoisotopic): 193.0950

AlogP: -3.61

#Rotatable Bonds: 1

Polar Surface Area: 113.18

Molecular Species: NEUTRAL

HBA: 6

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.68

CX Basic pKa: 8.03

CX LogP: -3.52

CX LogD: -4.24

Aromatic Rings: ┄

Heavy Atoms: 13

QED Weighted: 0.26

Np Likeness Score: 2.27

References

1. Zha GF, Rakesh KP, Manukumar HM, Shantharam CS, Long S..  (2019)  Pharmaceutical significance of azepane based motifs for drug discovery: A critical review.,  162  [PMID:30469042] [10.1016/j.ejmech.2018.11.031]

Source

Source(1):

• Scientific Literature