Mrv1909 07102021182D          

 34 36  0  0  0  0            999 V2000
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  7  6  1  0  0  0  0
 10  2  2  0  0  0  0
 10  3  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  2  0  0  0  0
 12  5  1  0  0  0  0
 13  6  1  0  0  0  0
 14  7  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18 10  1  0  0  0  0
 13 19  1  0  0  0  0
 21 16  1  0  0  0  0
 22 20  2  0  0  0  0
 23  8  2  0  0  0  0
 23 17  1  0  0  0  0
 24 11  2  0  0  0  0
 24 15  1  0  0  0  0
 13 25  1  0  0  0  0
 25 18  1  0  0  0  0
 26 16  1  0  0  0  0
 26 20  1  0  0  0  0
 27 17  2  0  0  0  0
 27 20  1  0  0  0  0
 28  1  1  0  0  0  0
 28  9  1  0  0  0  0
 28 12  1  0  0  0  0
 29 14  2  0  0  0  0
 30 14  1  0  0  0  0
 31 18  2  0  0  0  0
 32 19  2  0  0  0  0
 33 19  1  0  0  0  0
 13 34  1  1  0  0  0
M  END
> <DATABASE_ID>
DB00563

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@](CCC(O)=O)(NC(=O)C1=CC=C(C=C1)N(C)CC1=NC2=C(N)NC(=N)N=C2N=C1)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>
FBOZXECLQNJBKD-ZDUSSCGKSA-N

> <FORMULA>
C20H22N8O5

> <MOLECULAR_WEIGHT>
454.4393

> <EXACT_MASS>
454.171315854

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-1.9654848932959705

> <JCHEM_AVERAGE_POLARIZABILITY>
45.42861602919311

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(4-{[(4-amino-2-imino-2,3-dihydropteridin-6-yl)methyl](methyl)amino}phenyl)formamido]pentanedioic acid

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
-2.3464613416107674

> <ALOGPS_LOGS>
-3.74

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
-2

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.802889058146695

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.947105183151996

> <JCHEM_PKA_STRONGEST_BASIC>
14.553405700348458

> <JCHEM_POLAR_SURFACE_AREA>
205.91999999999996

> <JCHEM_REFRACTIVITY>
137.57400000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethane

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB00563

> <SECONDARY_ACCESSION_NUMBERS>
APRD00353

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Methotrexate

> <SYNONYMS>
4-amino-10-methylfolic acid; 4-amino-N(10)-methylpteroylglutamic acid; Amethopterin; Methotrexat; Méthotrexate; Methotrexate; Methotrexatum; Metotrexato; MTX; N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid

> <PRODUCTS>
Ach-methotrexate; Apo-methotrexate; Auro-methotrexate; Jamp-methotrexate; Jylamvo; M-methotrexate; Methofill Self-dose Injector; Methotrexate; Methotrexate Dbl Inj 10mg/ml; Methotrexate Dbl Inj 2.5mg/ml; Methotrexate Dbl Inj 25mg/ml; Methotrexate Injection BP; Methotrexate Injection USP; Methotrexate Injection, BP; Methotrexate Injection, USP; Methotrexate PF/sa Injection; Methotrexate Sod Inj 25mg/ml USP; Methotrexate Sodium; Methotrexate Sodium Inj 20mg; Methotrexate Sodium Inj 25.0mg/ml; Methotrexate Sodium Inj 25mg/ml; Methotrexate Sodium Inj 25mg/ml USP; Methotrexate Sodium Injection; Methotrexate Sodium Injection USP; Methotrexate Subcutaneous; Methotrexate Tab 2.5mg; Methotrexate Tab 2.5mg USP; Methotrexate Tablets, USP; Methotrexate-liq Im IV Iar Int Ivr 25mg/ml; Methotrexate-pws Im IV Iar Int Ivr 20mg/vial; Metoject; Metoject Subcutaneous; Nordimet; Otrexup; PMS-methotrexate; PMS-methotrexate Injection; Rasuvo; Ratio-methotrexate Sodium; RediTrex; Rheumatrex Dose Pack; Rheumatrex Tab 2.5mg; Rheumatrex-tab 2.5mg; Trexall; Xatmep

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

> <SALTS>
Methotrexate sodium

$$$$