Mrv1718010301717462D          

 24 28  0  0  0  0            999 V2000
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   -1.4739    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883    1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7594    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1883   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1883   -1.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4738   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7594   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0449   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6695   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7594   -0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0449   -1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0450    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4739   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7594    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6840    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9028   -2.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7215    0.0410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9028    2.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4945   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0779   -1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9029   -1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 13 11  1  0  0  0  0
 15  1  1  0  0  0  0
  2 16  1  0  0  0  0
  1  6  2  0  0  0  0
  2  1  1  0  0  0  0
  5  2  2  0  0  0  0
  3  4  2  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
 10 13  1  0  0  0  0
 16 13  1  0  0  0  0
 16  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
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 12 18  1  0  0  0  0
 13 14  1  1  0  0  0
 11 15  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
  8 19  2  0  0  0  0
  5 20  1  0  0  0  0
  7 20  1  6  0  0  0
  4 21  1  0  0  0  0
 12 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
M  END
> <DATABASE_ID>
DB01183

> <DATABASE_NAME>
drugbank

> <SMILES>
OC1=CC=C2C[C@H]3N(CC=C)CC[C@@]45[C@@H](OC1=C24)C(=O)CC[C@@]35O

> <INCHI_IDENTIFIER>
InChI=1S/C19H21NO4/c1-2-8-20-9-7-18-15-11-3-4-12(21)16(15)24-17(18)13(22)5-6-19(18,23)14(20)10-11/h2-4,14,17,21,23H,1,5-10H2/t14-,17+,18+,19-/m1/s1

> <INCHI_KEY>
UZHSEJADLWPNLE-GRGSLBFTSA-N

> <FORMULA>
C19H21NO4

> <MOLECULAR_WEIGHT>
327.3743

> <EXACT_MASS>
327.147058165

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
33.828785511966494

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

> <ALOGPS_LOGP>
1.47

> <JCHEM_LOGP>
1.620221160000001

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.58559645438904

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.066372343167222

> <JCHEM_PKA_STRONGEST_BASIC>
7.838895733634625

> <JCHEM_POLAR_SURFACE_AREA>
70.0

> <JCHEM_REFRACTIVITY>
88.72220000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,13R,17S)-10,17-dihydroxy-4-(prop-2-en-1-yl)-12-oxa-4-azapentacyclo[9.6.1.0^{1,13}.0^{5,17}.0^{7,18}]octadeca-7(18),8,10-trien-14-one

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB01183

> <SECONDARY_ACCESSION_NUMBERS>
APRD00025

> <DRUG_GROUPS>
approved; vet_approved

> <GENERIC_NAME>
Naloxone

> <SYNONYMS>
(−)-naloxone; 1-N-Allyl-14-hydroxynordihydromorphinone; 17-allyl-3,14-dihydroxy-4,5α-epoxymorphinan-6-one; Nalossone; Naloxona; Naloxone; Naloxonum

> <PRODUCTS>
BUPRENORPHINE HYDROCHLORIDE and NALOXONE HYDROCHLORIDE DIHYDRATE; Bunavail; Buprenorphine HCl and Naloxone HCl; Buprenorphine Hydrochloride and Naloxone Hydrochloride Dihydrate; Buprenorphine and Naloxone; Buprenorphine and Naloxone Sublingual Film; EVZIO(R) NALOXONE HCl; Evzio; Injectable Naloxone Hydrochloride; Kloxxado; LifEMS NALOXONE; Mylan-buprenorphine/naloxone; NALOXONE HCl; Naloxone HCl; Naloxone HCl Injection - 0.4mg/ml USP; Naloxone HCl Injection - 1mg/ml USP; Naloxone Hci; Naloxone Hydrochloride; Naloxone Hydrochloride Auto-Injector; Naloxone Hydrochloride Fine; Naloxone Hydrochloride Injection; Naloxone Hydrochloride Injection Sdz Preservative Free; Naloxone Hydrochloride Injection USP; Naloxone Hydrochloride Injection, USP; Naloxone Hydrochloride Injection, USP, Auto-Injector; Naloxone Hydrochloride Nasal; Naloxone Injectable; Narcan; Narcan Injection 0.02mg/ml; Narcan Injection 0.4mg/ml; Narcan Injection 1mg/ml; Narcan Naloxone HCL; Narcan Naloxone Hci; Narcan Nasal Spray; Nyxoid; PMS-buprenorphine-naloxone; Pentazocine HCl and Naloxone HCl; Pentazocine Hydrochloride and Naloxone Hydrochloride; Pentazocine and Naloxone; Pentazocine and naloxone; Pentazocine and naloxone hydrochlorides; RiVive; S.O.S. Naloxone Hydrochloride Injection; Suboxone; TALWIN Nx; Targin; Targiniq ER; Taro-buprenorphine/naloxone; Teva-buprenorphine/naloxone; Zimhi; Zubsolv

> <INTERNATIONAL_BRANDS>
Kloxxado; Narcanti; Narcon

> <SALTS>
Naloxone hydrochloride; Naloxone hydrochloride dihydrate

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