NPASS drugs

Drug Information

Drug ID:	NPD5314
Drug Name:	Hexoprenaline
Molecular Formula:	C22H32N2O6
Canonical SMILES:	OC(c1ccc(c(c1)O)O)CNCCCCCCNCC(c1ccc(c(c1)O)O)O
Standard InCHI:	InChI=1S/C22H32N2O6/c25-17-7-5-15(11-19(17)27)21(29)13-23-9-3-1-2-4-10-24-14-22(30)16-6-8-18(26)20(28)12-16/h5-8,11-12,21-30H,1-4,9-10,13-14H2
Standard InCHIKey:	OXLZNBCNGJWPRV-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD5314

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	128
0.1-0.2	833
0.2-0.3	3110
0.3-0.4	9336
0.4-0.5	4790
0.5-0.6	8550
0.6-0.7	3732
0.7-0.8	390
0.8-0.85	13
0.85-0.9	6
0.9-0.95	2
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	0.9219	NPC236347
High Similarity	0.9219	NPC323775
High Similarity	0.8819	NPC118522
High Similarity	0.8819	NPC169207
High Similarity	0.8819	NPC115627
High Similarity	0.8561	NPC318965
High Similarity	0.8516	NPC85276
High Similarity	0.8507	NPC271808
Intermediate Similarity	0.8438	NPC137096
Intermediate Similarity	0.8281	NPC10286
Intermediate Similarity	0.8281	NPC213
Intermediate Similarity	0.8222	NPC322366
Intermediate Similarity	0.8189	NPC146422
Intermediate Similarity	0.8169	NPC323123
Intermediate Similarity	0.8116	NPC329595
Intermediate Similarity	0.8116	NPC326599
Intermediate Similarity	0.8099	NPC211468
Intermediate Similarity	0.8099	NPC219233
Intermediate Similarity	0.8099	NPC170170
Intermediate Similarity	0.8045	NPC284078
Intermediate Similarity	0.803	NPC268572
Intermediate Similarity	0.7961	NPC37205
Intermediate Similarity	0.7961	NPC160931
Intermediate Similarity	0.7955	NPC122009
Intermediate Similarity	0.7953	NPC290566
Intermediate Similarity	0.7953	NPC145638
Intermediate Similarity	0.7929	NPC208757
Intermediate Similarity	0.7923	NPC120280
Intermediate Similarity	0.7902	NPC312770
Intermediate Similarity	0.7902	NPC41473
Intermediate Similarity	0.7902	NPC204848
Intermediate Similarity	0.7902	NPC14600
Intermediate Similarity	0.7902	NPC160607
Intermediate Similarity	0.7891	NPC147634
Intermediate Similarity	0.7891	NPC120982
Intermediate Similarity	0.7891	NPC79793
Intermediate Similarity	0.7891	NPC174096
Intermediate Similarity	0.7891	NPC226401
Intermediate Similarity	0.7879	NPC283468
Intermediate Similarity	0.7868	NPC307020
Intermediate Similarity	0.7829	NPC179002
Intermediate Similarity	0.7829	NPC257430
Intermediate Similarity	0.7829	NPC187583
Intermediate Similarity	0.7812	NPC55617
Intermediate Similarity	0.7812	NPC62258
Intermediate Similarity	0.7801	NPC302171
Intermediate Similarity	0.7801	NPC33338
Intermediate Similarity	0.7801	NPC300020
Intermediate Similarity	0.7793	NPC168861
Intermediate Similarity	0.7778	NPC214988
Intermediate Similarity	0.777	NPC477839
Intermediate Similarity	0.7737	NPC318777
Intermediate Similarity	0.7724	NPC299583
Intermediate Similarity	0.771	NPC471485
Intermediate Similarity	0.7667	NPC115144
Intermediate Similarity	0.7667	NPC277857
Intermediate Similarity	0.7652	NPC142599
Intermediate Similarity	0.7622	NPC267237
Intermediate Similarity	0.7619	NPC323204
Intermediate Similarity	0.7609	NPC13020
Intermediate Similarity	0.7609	NPC140359
Intermediate Similarity	0.7582	NPC277669
Intermediate Similarity	0.7582	NPC76213
Intermediate Similarity	0.7574	NPC252817
Intermediate Similarity	0.7559	NPC12278
Intermediate Similarity	0.7552	NPC214869
Intermediate Similarity	0.7536	NPC298486
Intermediate Similarity	0.7518	NPC251571
Intermediate Similarity	0.7518	NPC16031
Intermediate Similarity	0.7518	NPC161593
Intermediate Similarity	0.7518	NPC145888
Intermediate Similarity	0.7517	NPC64205
Intermediate Similarity	0.7484	NPC477564
Intermediate Similarity	0.7484	NPC2295
Intermediate Similarity	0.7483	NPC114102
Intermediate Similarity	0.7482	NPC473451
Intermediate Similarity	0.748	NPC68055
Intermediate Similarity	0.7469	NPC109925
Intermediate Similarity	0.7451	NPC207824
Intermediate Similarity	0.7451	NPC60538
Intermediate Similarity	0.7431	NPC88667
Intermediate Similarity	0.7422	NPC471511
Intermediate Similarity	0.7413	NPC195749
Intermediate Similarity	0.7413	NPC35961
Intermediate Similarity	0.7413	NPC52029
Intermediate Similarity	0.7405	NPC254833
Intermediate Similarity	0.7405	NPC228343
Intermediate Similarity	0.7402	NPC110764
Intermediate Similarity	0.7397	NPC6913
Intermediate Similarity	0.7394	NPC108659
Intermediate Similarity	0.7394	NPC79715
Intermediate Similarity	0.7394	NPC231607
Intermediate Similarity	0.7394	NPC264900
Intermediate Similarity	0.7386	NPC470935
Intermediate Similarity	0.7386	NPC471032
Intermediate Similarity	0.7372	NPC109371
Intermediate Similarity	0.7372	NPC470215
Intermediate Similarity	0.7372	NPC283760
Intermediate Similarity	0.7372	NPC470214
Intermediate Similarity	0.7358	NPC158900
Intermediate Similarity	0.7357	NPC471693
Intermediate Similarity	0.7353	NPC610
Intermediate Similarity	0.7353	NPC145023
Intermediate Similarity	0.7353	NPC200988
Intermediate Similarity	0.7353	NPC175799
Intermediate Similarity	0.7351	NPC294249
Intermediate Similarity	0.7344	NPC196479
Intermediate Similarity	0.7343	NPC155838
Intermediate Similarity	0.7333	NPC329969
Intermediate Similarity	0.7329	NPC121275
Intermediate Similarity	0.7329	NPC4138
Intermediate Similarity	0.7329	NPC284183
Intermediate Similarity	0.7324	NPC94179
Intermediate Similarity	0.7324	NPC58607
Intermediate Similarity	0.7324	NPC178284
Intermediate Similarity	0.7324	NPC191037
Intermediate Similarity	0.7323	NPC223393
Intermediate Similarity	0.7319	NPC34634
Intermediate Similarity	0.7319	NPC265454
Intermediate Similarity	0.7319	NPC475245
Intermediate Similarity	0.7319	NPC472071
Intermediate Similarity	0.7312	NPC247251
Intermediate Similarity	0.7305	NPC131747
Intermediate Similarity	0.7305	NPC146355
Intermediate Similarity	0.7305	NPC257682
Intermediate Similarity	0.7303	NPC5462
Intermediate Similarity	0.7299	NPC86198
Intermediate Similarity	0.7293	NPC297657
Intermediate Similarity	0.7293	NPC268032
Intermediate Similarity	0.7292	NPC262641
Intermediate Similarity	0.7292	NPC184092
Intermediate Similarity	0.7273	NPC147821
Intermediate Similarity	0.7273	NPC477020
Intermediate Similarity	0.7273	NPC186898
Intermediate Similarity	0.7273	NPC476571
Intermediate Similarity	0.7273	NPC66341
Intermediate Similarity	0.7273	NPC135538
Intermediate Similarity	0.7273	NPC111247
Intermediate Similarity	0.7273	NPC163332
Intermediate Similarity	0.7273	NPC41706
Intermediate Similarity	0.7273	NPC246587
Intermediate Similarity	0.7273	NPC192135
Intermediate Similarity	0.7273	NPC118787
Intermediate Similarity	0.7273	NPC118533
Intermediate Similarity	0.7273	NPC183181
Intermediate Similarity	0.7273	NPC153990
Intermediate Similarity	0.7273	NPC71266
Intermediate Similarity	0.7273	NPC319625
Intermediate Similarity	0.7273	NPC147390
Intermediate Similarity	0.7273	NPC428
Intermediate Similarity	0.7273	NPC24233
Intermediate Similarity	0.7273	NPC165045
Intermediate Similarity	0.7273	NPC292056
Intermediate Similarity	0.7266	NPC207613
Intermediate Similarity	0.7266	NPC470414
Intermediate Similarity	0.7266	NPC327226
Intermediate Similarity	0.7261	NPC475557
Intermediate Similarity	0.7259	NPC12656
Intermediate Similarity	0.7259	NPC473137
Intermediate Similarity	0.7254	NPC148627
Intermediate Similarity	0.7254	NPC194519
Intermediate Similarity	0.7248	NPC296898
Intermediate Similarity	0.7246	NPC70084
Intermediate Similarity	0.7246	NPC217174
Intermediate Similarity	0.7244	NPC131587
Intermediate Similarity	0.7244	NPC125732
Intermediate Similarity	0.7231	NPC239291
Intermediate Similarity	0.723	NPC231884
Intermediate Similarity	0.723	NPC42793
Intermediate Similarity	0.723	NPC167944
Intermediate Similarity	0.7226	NPC311737
Intermediate Similarity	0.7226	NPC38458
Intermediate Similarity	0.7222	NPC252307
Intermediate Similarity	0.7222	NPC72529
Intermediate Similarity	0.7222	NPC148982
Intermediate Similarity	0.7222	NPC474178
Intermediate Similarity	0.7222	NPC245826
Intermediate Similarity	0.7219	NPC222039
Intermediate Similarity	0.7219	NPC100478
Intermediate Similarity	0.7214	NPC266045
Intermediate Similarity	0.7214	NPC343720
Intermediate Similarity	0.7214	NPC262156
Intermediate Similarity	0.7214	NPC470212
Intermediate Similarity	0.7214	NPC473853
Intermediate Similarity	0.7214	NPC324571
Intermediate Similarity	0.7214	NPC472271
Intermediate Similarity	0.7214	NPC113865
Intermediate Similarity	0.7214	NPC312675
Intermediate Similarity	0.7214	NPC184651
Intermediate Similarity	0.7214	NPC147654
Intermediate Similarity	0.7214	NPC54872
Intermediate Similarity	0.7212	NPC475215
Intermediate Similarity	0.7212	NPC108434
Intermediate Similarity	0.7208	NPC321505
Intermediate Similarity	0.7208	NPC191376
Intermediate Similarity	0.7208	NPC179825
Intermediate Similarity	0.7203	NPC301713
Intermediate Similarity	0.7203	NPC321561
Intermediate Similarity	0.72	NPC477837
Intermediate Similarity	0.72	NPC477838

Drug Structure

NPD5314 OpenBabel08211706322D 38 39 0 0 1 0 0 0 0 0999 V2000 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -1.0000 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 -8.6603 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 9 1 0 0 0 0 4 10 1 0 0 0 0 5 7 2 0 0 0 0 5 15 1 0 0 0 0 6 8 2 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 23 1 0 0 0 0 10 24 1 0 0 0 0 11 15 2 0 0 0 0 11 19 1 0 0 0 0 12 16 2 0 0 0 0 12 20 1 0 0 0 0 13 21 1 0 0 0 0 13 23 1 0 0 0 0 14 22 1 0 0 0 0 14 24 1 0 0 0 0 15 21 1 0 0 0 0 16 22 1 0 0 0 0 17 19 2 0 0 0 0 17 25 1 0 0 0 0 18 20 2 0 0 0 0 18 26 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 30 1 0 0 0 0 23 31 1 0 0 0 0 24 32 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 35 1 0 0 0 0 28 36 1 0 0 0 0 29 37 1 0 0 0 0 30 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08957
ChEMBL	CHEMBL1589896
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number	3215-70-1

Drug Properties

Molecular Weight	420.23
ALogP	-4.809
MLogP	3
XLogP	1.082
HDA	4
HBD	8
Rotatable Bonds	19
TPSA	145.44
RO5 Violation	2