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

ID: ALA2112110

PubChem CID: 71450843

Max Phase: Preclinical

Molecular Formula: C12H17N3O4

Molecular Weight: 267.29

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C12H17N3O4/c16-5-9-8(18)4-10(19-9)15-6-14-11-7(17)2-1-3-13-12(11)15/h3,6-10,16-18H,1-2,4-5H2/t7-,8-,9+,10+/m1/s1

Standard InChI Key:  RYSRLIBLOJLMGT-IMSYWVGJSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  1  0  0  0  0  0999 V2000
    6.7456   -5.8788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8368   -5.7422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6897   -4.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8928   -6.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5092   -4.4026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1607   -5.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5021   -6.3096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1239   -7.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2694   -6.3043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1168   -6.7509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8804   -7.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8281   -4.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3342   -6.3043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8699   -8.2324    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5759   -3.4569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1064   -5.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7630   -5.6161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9402   -4.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7668   -5.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5058   -3.7091    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  1  1  1
  5  6  2  0
  6  1  1  0
  4  7  1  0
  8  4  1  0
  9  2  1  0
 10  7  1  0
 11  8  1  0
 12  3  1  0
 13  9  2  0
 11 14  1  6
 12 15  1  1
 10 16  1  1
 17 16  1  0
 18 12  1  0
 19 13  1  0
 12 20  1  0
  5  3  1  0
 11 10  1  0
 18 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2112110

   (8R)-3-[(2S,4R,5S)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7,8-dihydro-6H-imidazo[4,5-b]azepin-8-ol

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: 267.29

Molecular Weight (Monoisotopic): 267.1219

AlogP: 0.05

#Rotatable Bonds: 2

Polar Surface Area: 100.10

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.35

CX Basic pKa: 4.25

CX LogP: -1.16

CX LogD: -1.16

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.70

Np Likeness Score: 1.34

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