Mrv1909 02262114352D          
 
 34 37  0  0  1  0            999 V2000
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   12.0577   -9.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7739   -9.5875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4902   -9.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4902   -8.3470    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7739   -7.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2175   -9.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9294   -9.1830    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6278   -9.5864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3331   -9.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6278  -10.4144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0348   -9.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.7511   -8.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0494   -7.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3332   -8.3522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4757   -7.9255    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.0348  -10.8682    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7419  -11.2762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4593  -10.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4757   -7.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2603   -8.1805    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.7453   -7.5130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2603   -6.8456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1528  -11.2619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8672  -10.8492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.4591  -10.0367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5931   -9.6046    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3035  -10.0144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5929  -11.2681    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.5118   -8.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3368   -8.9543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
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  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
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 27 28  1  0  0  0  0
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 22 33  1  1  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
DB06237

> <DATABASE_NAME>
drugbank

> <SMILES>
COC1=C(Cl)C=C(CNC2=C(C=NC(=N2)N2CCC[C@H]2CO)C(=O)NCC2=NC=CC=N2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C23H26ClN7O3/c1-34-19-6-5-15(10-18(19)24)11-27-21-17(22(33)28-13-20-25-7-3-8-26-20)12-29-23(30-21)31-9-2-4-16(31)14-32/h3,5-8,10,12,16,32H,2,4,9,11,13-14H2,1H3,(H,28,33)(H,27,29,30)/t16-/m0/s1

> <INCHI_KEY>
WEAJZXNPAWBCOA-INIZCTEOSA-N

> <FORMULA>
C23H26ClN7O3

> <MOLECULAR_WEIGHT>
483.951

> <EXACT_MASS>
483.17856544

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.2557694356847136

> <JCHEM_AVERAGE_POLARIZABILITY>
50.873152995288535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{[(3-chloro-4-methoxyphenyl)methyl]amino}-2-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-N-[(pyrimidin-2-yl)methyl]pyrimidine-5-carboxamide

> <JCHEM_LOGP>
2.7788129103333343

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.094698081760097

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.348685525511154

> <JCHEM_PKA_STRONGEST_BASIC>
5.549894656151098

> <JCHEM_POLAR_SURFACE_AREA>
125.39000000000001

> <JCHEM_REFRACTIVITY>
131.75099999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
N-demethyldiltiazem

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB06237

> <DRUG_GROUPS>
approved

> <GENERIC_NAME>
Avanafil

> <SYNONYMS>
(S)-4-(3-Chloro-4-methoxybenzylamino)-2-(2-hydroxymethylpyrrolidin-1-yl)-N-pyrimidin-2-ylmethyl-5-pyrimidinecarboxamide; Avanafil; Avanafilo

> <PRODUCTS>
Spedra; Stendra

> <INTERNATIONAL_BRANDS>
Spedra

$$$$