(2R,5R)-2-((R)-8-Hydroxy-7,8-dihydro-6H-1,3,4-triaza-azulen-3-yl)-5-hydroxymethyl-tetrahydro-furan-3,4-diol

ID: ALA604966

PubChem CID: 46875046

Max Phase: Preclinical

Molecular Formula: C12H17N3O5

Molecular Weight: 283.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  OC[C@@H]1OC(n2cnc3c2N=CCC[C@H]3O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C12H17N3O5/c16-4-7-9(18)10(19)12(20-7)15-5-14-8-6(17)2-1-3-13-11(8)15/h3,5-7,9-10,12,16-19H,1-2,4H2/t6-,7+,9+,10+,12?/m1/s1

Standard InChI Key:  QZSADUODEOMMSN-RTTOTBAPSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
    3.8250   -3.2125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1042   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9417   -3.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9875   -2.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6375   -2.0417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1250   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1542   -2.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4250   -3.5542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7250   -4.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9125   -3.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6542   -3.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3042   -2.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7167   -5.0292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9125   -3.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1167   -5.0250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042   -3.3042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1042   -1.2917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -3.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6000   -2.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4625   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8417   -1.4917    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  1  0
  4  2  2  0
  5  7  2  0
  6  3  1  0
  7  1  1  0
  3  8  1  0
  9  6  1  0
 10  8  1  0
 11  2  1  0
 12  4  1  0
  6 13  1  6
 14 11  2  0
  9 15  1  6
 10 16  1  1
 12 17  1  1
 18 16  1  0
 19 12  1  0
 20 14  1  0
 12 21  1  6
  4  5  1  0
 10  9  1  0
 20 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA604966

   CONFORMYCIN

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: 283.28

Molecular Weight (Monoisotopic): 283.1168

AlogP: -0.98

#Rotatable Bonds: 2

Polar Surface Area: 120.33

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.42

CX Basic pKa: 4.23

CX LogP: -2.06

CX LogD: -2.06

Aromatic Rings: 1

Heavy Atoms: 20

QED Weighted: 0.55

Np Likeness Score: 1.51

References

1. Marrone TJ, Straatsma TP, Briggs JM, Wilson DK, Quiocho FA, McCammon JA..  (1996)  Theoretical study of inhibition of adenosine deaminase by (8R)-coformycin and (8R)-deoxycoformycin.,  39  (1): [PMID:8568817] [10.1021/jm9505674]

Source

Source(1):

• Scientific Literature