Mrv1718001141916522D          

 20 22  0  0  0  0            999 V2000
   -1.4331   -0.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331   -1.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6449   -0.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -0.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6487   -1.5784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1535   -1.7481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1658   -0.9183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3883    0.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -0.4998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1573    0.7298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8664   -1.3295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5506    0.8429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169   -1.7481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5124    0.4507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1724    0.9259    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7613   -0.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8400    0.4507    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1687    1.7481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5873   -0.3337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6169    0.7071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  1  0  0  0  0
  4 10  2  0  0  0  0
  6 11  2  0  0  0  0
  8 12  1  0  0  0  0
 11 13  1  0  0  0  0
 14 12  1  6  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  1  0  0  0
 16 19  2  0  0  0  0
 17 20  1  1  0  0  0
  5  7  1  0  0  0  0
  9 11  1  0  0  0  0
 17 19  1  0  0  0  0
M  END
> <DATABASE_ID>
DB14732

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=NC2=C(C(CN[C@H]3C=C[C@H](O)[C@@H]3O)=CN2)C(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C12H15N5O3/c13-12-16-10-8(11(20)17-12)5(4-15-10)3-14-6-1-2-7(18)9(6)19/h1-2,4,6-7,9,14,18-19H,3H2,(H4,13,15,16,17,20)/t6-,7-,9+/m0/s1

> <INCHI_KEY>
WYROLENTHWJFLR-ACLDMZEESA-N

> <FORMULA>
C12H15N5O3

> <MOLECULAR_WEIGHT>
277.2792

> <EXACT_MASS>
277.117489371

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.420174200194403

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S)-5-[({4-hydroxy-2-imino-1H,2H,7H-pyrrolo[2,3-d]pyrimidin-5-yl}methyl)amino]cyclopent-3-ene-1,2-diol

> <ALOGPS_LOGP>
-1.56

> <JCHEM_LOGP>
-2.5732749145783407

> <ALOGPS_LOGS>
-2.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.140253130775825

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9488389862521558

> <JCHEM_PKA_STRONGEST_BASIC>
21.257389780329934

> <JCHEM_POLAR_SURFACE_AREA>
136.75

> <JCHEM_REFRACTIVITY>
83.9747

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.90e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
queuine

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB14732

> <DRUG_GROUPS>
experimental; nutraceutical

> <GENERIC_NAME>
Queuine

> <SYNONYMS>
7-(3,4-trans-4,5-cis-dihydroxy-1-cyclopenten-3-ylaminomethyl)-7-deazaguanine; Base Q; Q Base

$$$$