563
  Mrv0541 02231214462D          

 33 35  0  0  1  0            999 V2000
   12.8598   -0.2286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9988   -1.0426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1501    1.0116    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8502   -2.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4213   -2.6981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1504    1.4434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7180    0.1921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    1.0250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740    2.7322    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    2.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    1.4661    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    2.7036    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4309   -0.2231    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4277   -1.0481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8633    1.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1406   -1.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4343    1.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2890    0.1977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0019   -0.2176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8601    0.2032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5793    1.4379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1469    0.1866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5730   -0.2121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2922    1.0227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214    1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1536    2.2684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1374   -2.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214    2.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    1.4661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 23  1  0  0  0  0
  2 20  2  0  0  0  0
  3 23  2  0  0  0  0
  4 28  1  0  0  0  0
  5 28  2  0  0  0  0
  6 16  1  0  0  0  0
  6 18  1  0  0  0  0
  6 27  1  0  0  0  0
 14  7  1  6  0  0  0
  7 20  1  0  0  0  0
  8 26  1  0  0  0  0
  8 30  2  0  0  0  0
  9 29  1  0  0  0  0
  9 31  2  0  0  0  0
 10 31  1  0  0  0  0
 10 33  2  0  0  0  0
 11 32  2  0  0  0  0
 11 33  1  0  0  0  0
 12 32  1  0  0  0  0
 13 33  1  0  0  0  0
 14 15  1  0  0  0  0
 14 23  1  0  0  0  0
 15 17  1  0  0  0  0
 16 21  2  0  0  0  0
 16 22  1  0  0  0  0
 17 28  1  0  0  0  0
 18 26  1  0  0  0  0
 19 20  1  0  0  0  0
 19 24  2  0  0  0  0
 19 25  1  0  0  0  0
 21 24  1  0  0  0  0
 22 25  2  0  0  0  0
 26 29  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
M  END
> <DATABASE_ID>
DB00563

> <DATABASE_NAME>
drugbank

> <SMILES>
CN(CC1=CN=C2N=C(N)N=C(N)C2=N1)C1=CC=C(C=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H22N8O5/c1-28(9-11-8-23-17-15(24-11)16(21)26-20(22)27-17)12-4-2-10(3-5-12)18(31)25-13(19(32)33)6-7-14(29)30/h2-5,8,13H,6-7,9H2,1H3,(H,25,31)(H,29,30)(H,32,33)(H4,21,22,23,26,27)/t13-/m0/s1

> <INCHI_KEY>
InChIKey=FBOZXECLQNJBKD-ZDUSSCGKSA-N

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
44.54465846549213

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_EXACT_MASS>
454.171315854

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_FORMULA>
C20H22N8O5

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
-0.91

> <JCHEM_LOGP>
-0.5045572642867359

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MASS>
454.4393

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.142020264150471

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4097751661593594

> <JCHEM_PKA_STRONGEST_BASIC>
2.8060638406069858

> <JCHEM_POLAR_SURFACE_AREA>
210.53999999999996

> <JCHEM_REFRACTIVITY>
119.2108

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.71e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methotrexate

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00563

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Methotrexate

> <SYNONYMS>
4-amino-10-methylfolic acid; Amethopterin; Methotrexat; Méthotrexate; Methotrexatum; Metotrexato; MTX

> <BRANDS>
Abitrexate; Alltrex; Artrait; Atrexel; Bendatrexat; Carditrex; Dermotrex; Ebetrex; Emtexate; Ledertrexate; Maxtrex; Meisusheng; Mexate; Otrexup; Rheumatrex; Trexall; Trexan; Zexate

> <SALTS>
Methotrexate Sodium

$$$$