Mrv0541 02231219102D          

 20 22  0  0  1  0            999 V2000
   14.4296  -14.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2501  -14.0242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7350  -13.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5925  -12.8731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9281  -13.6268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0940  -13.3567    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.4216  -13.2172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.3149  -14.1788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7072  -12.8047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6005  -13.7663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3149  -15.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8860  -15.0038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1715  -15.4163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.2871  -13.1852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7720  -12.9594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.8860  -14.1788    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.6005  -15.4163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1753  -12.8817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6209  -11.9843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0294  -15.4163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  2  2  0  0  0  0
  2  7  1  0  0  0  0
  3  5  1  0  0  0  0
  3 14  1  0  0  0  0
  4  5  2  0  0  0  0
  4 15  1  0  0  0  0
  5  8  1  0  0  0  0
  6 14  1  1  0  0  0
  6  9  1  0  0  0  0
  7 18  1  6  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 19  1  6  0  0  0
 10 16  1  0  0  0  0
 10 15  1  0  0  0  0
 11 20  2  0  0  0  0
 11 17  1  0  0  0  0
 12 13  2  0  0  0  0
 12 16  1  0  0  0  0
 12 17  1  0  0  0  0
M  END
> <DATABASE_ID>
BMDB0001495

> <DATABASE_NAME>
bmdb

> <SMILES>
O[C@@H]1C=C[C@@H](NCC2=CNC3=C2C(=O)NC(=N)N3)[C@@H]1O

> <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+/m1/s1

> <INCHI_KEY>
WYROLENTHWJFLR-BHNWBGBOSA-N

> <FORMULA>
C12H15N5O3

> <MOLECULAR_WEIGHT>
277.2792

> <EXACT_MASS>
277.117489371

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
27.421324559474105

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-({[(1R,4R,5S)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-2-imino-1H,2H,3H,4H,7H-pyrrolo[2,3-d]pyrimidin-4-one

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-0.7080790420000003

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.315302687246323

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.113981815998383

> <JCHEM_PKA_STRONGEST_BASIC>
7.432771199202244

> <JCHEM_POLAR_SURFACE_AREA>
133.26000000000002

> <JCHEM_REFRACTIVITY>
83.45299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-({[(1R,4R,5S)-4,5-dihydroxycyclopent-2-en-1-yl]amino}methyl)-2-imino-1H,3H,7H-pyrrolo[2,3-d]pyrimidin-4-one

> <JCHEM_VEBER_RULE>
0

> <BMDB_ID>
BMDB0001495

> <GENERIC_NAME>
Queuine

> <SYNONYMS>
2-amino-5-((((1S,4S,5R)-4,5-dihydroxy-2-cyclopenten-1-yl)amino)methyl)-1,7-dihydro-4H-pyrrolo(2,3-d)pyrimidin-4-one; 7-(3,4-trans-4,5-cis-dihydroxy-1-cyclopenten-3-ylaminomethyl)-7-deazaguanine; Base Q; Queuine

$$$$