Mrv0541 05161311102D          

 32 34  0  0  1  0            999 V2000
    4.3405    2.0419    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6302    3.2799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150    2.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9150    2.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6302    1.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3405    2.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    1.6375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8410    0.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    3.2799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8804   -0.2417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2911   -0.1677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054   -0.6116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0136   -2.6832    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0962    0.9717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4847    2.0419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2566    0.6510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5315    1.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3477   -3.2109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0408   -0.5524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0937    2.0715    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7732   -2.9792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6302    0.7991    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4847    2.8656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457    3.2799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -1.4847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4007    0.5179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0567    1.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7744    1.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9002   -1.8644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6165    1.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3120    2.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6806    0.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  6  2  0  0  0  0
  3  5  1  0  0  0  0
  4  2  1  0  0  0  0
  5  1  2  0  0  0  0
  6  1  1  0  0  0  0
  7  3  1  0  0  0  0
  8 14  1  0  0  0  0
  9  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11 12  1  0  0  0  0
 12 10  1  1  0  0  0
 13 29  1  0  0  0  0
 14 26  1  0  0  0  0
 15  7  2  0  0  0  0
 16 11  1  0  0  0  0
 17  8  2  0  0  0  0
 18 13  1  0  0  0  0
 19 11  2  0  0  0  0
 20 28  1  0  0  0  0
 21 13  2  0  0  0  0
 22  5  1  0  0  0  0
 23  9  2  0  0  0  0
 24  6  1  0  0  0  0
 25 12  1  0  0  0  0
 26 32  2  0  0  0  0
 27 31  1  0  0  0  0
 28 15  1  0  0  0  0
 29 25  1  0  0  0  0
 30 20  1  0  0  0  0
 31 30  2  0  0  0  0
 32 30  1  0  0  0  0
  4  3  2  0  0  0  0
 23 15  1  0  0  0  0
 27 14  2  0  0  0  0
M  END
> <DATABASE_ID>
DB08878

> <DATABASE_NAME>
drugbank

> <SMILES>
NC1=NC2=C(N=C(CNC3=CC=C(C=C3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C=N2)C(N)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27)/t12-/m0/s1

> <INCHI_KEY>
TVZGACDUOSZQKY-LBPRGKRZSA-N

> <FORMULA>
C19H20N8O5

> <MOLECULAR_WEIGHT>
440.4127

> <EXACT_MASS>
440.15566579

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.9987035007221365

> <JCHEM_AVERAGE_POLARIZABILITY>
44.13906951989692

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(4-{[(2,4-diaminopteridin-6-yl)methyl]amino}phenyl)formamido]pentanedioic acid

> <ALOGPS_LOGP>
-0.25

> <JCHEM_LOGP>
-0.950827550097597

> <ALOGPS_LOGS>
-3.62

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.1751177833962565

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.383144039359025

> <JCHEM_PKA_STRONGEST_BASIC>
2.2499676636976282

> <JCHEM_POLAR_SURFACE_AREA>
219.33000000000004

> <JCHEM_REFRACTIVITY>
114.97599999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetrahydrofolic acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB08878

> <DRUG_GROUPS>
investigational; withdrawn

> <GENERIC_NAME>
Aminopterin

> <SYNONYMS>
4-amino-4-deoxypteroylglutamate; 4-amino-PGA; 4-aminofolic acid; 4-aminopteroylglutamic acid; Aminopteridine; Aminopterine; APGA; Minopterin ; N-(4-(((2,4-diamino-6-pteridinyl)methyl)amino)benzoyl)-L-glutamic acid; Pteramina

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