NPASS drugs

Drug Information

Drug ID:	NPD2223
Drug Name:	Xamoterol Fumarate
Molecular Formula:	C16H25N3O5.C4H4O4
Canonical SMILES:	OC(COc1ccc(cc1)O)CNCCN=C(N1CCOCC1)O.OC(=O)/C=C/C(=O)O
Standard InCHI:	InChI=1S/C16H25N3O5.C4H4O4/c20-13-1-3-15(4-2-13)24-12-14(21)11-17-5-6-18-16(22)19-7-9-23-10-8-19;5-3(6)1-2-4(7)8/h1-4,14,17,20-21H,5-12H2,(H,18,22);1-2H,(H,5,6)(H,7,8)/b;2-1+
Standard InCHIKey:	LVVMVDRJXOBQNA-WLHGVMLRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2223

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	140
0.1-0.2	1568
0.2-0.3	8422
0.3-0.4	5589
0.4-0.5	8667
0.5-0.6	6181
0.6-0.7	312
0.7-0.8	11
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
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
Intermediate Similarity	0.7891	NPC95977
Intermediate Similarity	0.7431	NPC307123
Intermediate Similarity	0.7431	NPC247018
Intermediate Similarity	0.7431	NPC97870
Intermediate Similarity	0.7376	NPC320242
Intermediate Similarity	0.7376	NPC136112
Intermediate Similarity	0.7376	NPC141739
Intermediate Similarity	0.7067	NPC318591
Intermediate Similarity	0.7067	NPC231163
Intermediate Similarity	0.7031	NPC313918
Intermediate Similarity	0.7007	NPC142319
Remote Similarity	0.6818	NPC204546
Remote Similarity	0.6736	NPC57751
Remote Similarity	0.6733	NPC274732
Remote Similarity	0.6693	NPC318429
Remote Similarity	0.6667	NPC41594
Remote Similarity	0.6667	NPC22014
Remote Similarity	0.6644	NPC471321
Remote Similarity	0.6644	NPC471306
Remote Similarity	0.662	NPC9248
Remote Similarity	0.6601	NPC237227
Remote Similarity	0.6591	NPC314803
Remote Similarity	0.6562	NPC115144
Remote Similarity	0.6562	NPC277857
Remote Similarity	0.6552	NPC318357
Remote Similarity	0.6552	NPC83279
Remote Similarity	0.6538	NPC189724
Remote Similarity	0.6538	NPC212850
Remote Similarity	0.6538	NPC83289
Remote Similarity	0.6538	NPC168861
Remote Similarity	0.6531	NPC328267
Remote Similarity	0.6531	NPC474130
Remote Similarity	0.6527	NPC158900
Remote Similarity	0.6513	NPC471953
Remote Similarity	0.651	NPC233559
Remote Similarity	0.651	NPC298845
Remote Similarity	0.65	NPC245974
Remote Similarity	0.6497	NPC195814
Remote Similarity	0.6486	NPC221090
Remote Similarity	0.6483	NPC41801
Remote Similarity	0.6475	NPC46844
Remote Similarity	0.6471	NPC17537
Remote Similarity	0.6467	NPC37074
Remote Similarity	0.6467	NPC140750
Remote Similarity	0.6463	NPC46586
Remote Similarity	0.6463	NPC204535
Remote Similarity	0.6463	NPC152722
Remote Similarity	0.6458	NPC228907
Remote Similarity	0.6438	NPC473875
Remote Similarity	0.6434	NPC154256
Remote Similarity	0.6434	NPC290470
Remote Similarity	0.6424	NPC198487
Remote Similarity	0.6419	NPC192810
Remote Similarity	0.6415	NPC178466
Remote Similarity	0.6415	NPC63628
Remote Similarity	0.6414	NPC256369
Remote Similarity	0.6406	NPC157213
Remote Similarity	0.64	NPC189589
Remote Similarity	0.64	NPC469622
Remote Similarity	0.6382	NPC97326
Remote Similarity	0.6376	NPC25817
Remote Similarity	0.6375	NPC247298
Remote Similarity	0.637	NPC263835
Remote Similarity	0.6369	NPC36434
Remote Similarity	0.6358	NPC186898
Remote Similarity	0.6347	NPC37205
Remote Similarity	0.6347	NPC160931
Remote Similarity	0.6343	NPC307039
Remote Similarity	0.634	NPC470079
Remote Similarity	0.634	NPC326599
Remote Similarity	0.634	NPC329595
Remote Similarity	0.634	NPC60756
Remote Similarity	0.6329	NPC298821
Remote Similarity	0.6329	NPC477837
Remote Similarity	0.6329	NPC477838
Remote Similarity	0.6327	NPC198734
Remote Similarity	0.6327	NPC269242
Remote Similarity	0.6327	NPC469412
Remote Similarity	0.6327	NPC276195
Remote Similarity	0.6325	NPC233926
Remote Similarity	0.6324	NPC477552
Remote Similarity	0.6324	NPC477550
Remote Similarity	0.6319	NPC471032
Remote Similarity	0.6319	NPC470935
Remote Similarity	0.6316	NPC40377
Remote Similarity	0.6312	NPC266932
Remote Similarity	0.6309	NPC217854
Remote Similarity	0.6306	NPC214988
Remote Similarity	0.6306	NPC14600
Remote Similarity	0.6306	NPC160607
Remote Similarity	0.6306	NPC312770
Remote Similarity	0.6306	NPC41473
Remote Similarity	0.6306	NPC204848
Remote Similarity	0.6301	NPC163036
Remote Similarity	0.6299	NPC287780
Remote Similarity	0.6289	NPC123761
Remote Similarity	0.6284	NPC226712
Remote Similarity	0.6276	NPC137096
Remote Similarity	0.6276	NPC323948
Remote Similarity	0.6273	NPC97004
Remote Similarity	0.6273	NPC161155
Remote Similarity	0.6273	NPC136951
Remote Similarity	0.6267	NPC62101
Remote Similarity	0.6267	NPC95733
Remote Similarity	0.6267	NPC74478
Remote Similarity	0.6266	NPC299583
Remote Similarity	0.6259	NPC469708
Remote Similarity	0.6259	NPC232295
Remote Similarity	0.6259	NPC194034
Remote Similarity	0.6259	NPC60589
Remote Similarity	0.6257	NPC477551
Remote Similarity	0.625	NPC198798
Remote Similarity	0.625	NPC301321
Remote Similarity	0.625	NPC469621
Remote Similarity	0.625	NPC10286
Remote Similarity	0.625	NPC213
Remote Similarity	0.6242	NPC47672
Remote Similarity	0.6235	NPC97282
Remote Similarity	0.6234	NPC208769
Remote Similarity	0.6233	NPC283616
Remote Similarity	0.6228	NPC315257
Remote Similarity	0.6225	NPC470510
Remote Similarity	0.6225	NPC29477
Remote Similarity	0.6222	NPC132725
Remote Similarity	0.6221	NPC280022
Remote Similarity	0.622	NPC76412
Remote Similarity	0.6218	NPC60982
Remote Similarity	0.6209	NPC247146
Remote Similarity	0.6209	NPC72529
Remote Similarity	0.6204	NPC192596
Remote Similarity	0.62	NPC211218
Remote Similarity	0.62	NPC255253
Remote Similarity	0.6199	NPC254700
Remote Similarity	0.6197	NPC166837
Remote Similarity	0.6194	NPC208757
Remote Similarity	0.619	NPC32152
Remote Similarity	0.619	NPC150670
Remote Similarity	0.619	NPC214289
Remote Similarity	0.6187	NPC473653
Remote Similarity	0.6184	NPC191037
Remote Similarity	0.6184	NPC178284
Remote Similarity	0.6184	NPC171533
Remote Similarity	0.6184	NPC58607
Remote Similarity	0.6182	NPC114659
Remote Similarity	0.6182	NPC139699
Remote Similarity	0.618	NPC473404
Remote Similarity	0.6174	NPC290451
Remote Similarity	0.6174	NPC127389
Remote Similarity	0.6169	NPC52029
Remote Similarity	0.6169	NPC86030
Remote Similarity	0.6169	NPC218003
Remote Similarity	0.6169	NPC35961
Remote Similarity	0.6169	NPC195749
Remote Similarity	0.6169	NPC5851
Remote Similarity	0.6168	NPC203424
Remote Similarity	0.6168	NPC206372
Remote Similarity	0.6165	NPC114325
Remote Similarity	0.6164	NPC151617
Remote Similarity	0.6164	NPC231572
Remote Similarity	0.6164	NPC76915
Remote Similarity	0.6159	NPC293701
Remote Similarity	0.6159	NPC48990
Remote Similarity	0.6159	NPC109822
Remote Similarity	0.6159	NPC287429
Remote Similarity	0.6159	NPC114901
Remote Similarity	0.6159	NPC94276
Remote Similarity	0.6154	NPC267237
Remote Similarity	0.6154	NPC102959
Remote Similarity	0.6154	NPC474920
Remote Similarity	0.6149	NPC321133
Remote Similarity	0.6149	NPC474131
Remote Similarity	0.6144	NPC319625
Remote Similarity	0.6144	NPC251571
Remote Similarity	0.6144	NPC111247
Remote Similarity	0.6144	NPC163332
Remote Similarity	0.6144	NPC292056
Remote Similarity	0.6144	NPC147821
Remote Similarity	0.6144	NPC41706
Remote Similarity	0.6144	NPC183181
Remote Similarity	0.6144	NPC118787
Remote Similarity	0.6139	NPC320259
Remote Similarity	0.6138	NPC303370
Remote Similarity	0.6138	NPC37302
Remote Similarity	0.6135	NPC313414
Remote Similarity	0.6133	NPC105147
Remote Similarity	0.6133	NPC228875
Remote Similarity	0.6133	NPC126216
Remote Similarity	0.6131	NPC51633
Remote Similarity	0.6131	NPC156311
Remote Similarity	0.6131	NPC56635
Remote Similarity	0.6131	NPC477564
Remote Similarity	0.6131	NPC2295
Remote Similarity	0.6129	NPC114102
Remote Similarity	0.612	NPC240130
Remote Similarity	0.612	NPC61332
Remote Similarity	0.612	NPC60516
Remote Similarity	0.6118	NPC167571
Remote Similarity	0.6118	NPC278552
Remote Similarity	0.6118	NPC207179
Remote Similarity	0.6118	NPC12308

Drug Structure

NPD2223 OpenBabel08211701392D 38 38 0 0 1 0 0 0 0 0999 V2000 2.2321 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -7.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2942 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.7583 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -3.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 3.9641 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -3.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.1603 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.0263 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 12.6244 -3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0981 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -9.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -9.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 -8.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3660 -9.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.6962 -9.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8301 -10.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.4282 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5622 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.8923 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -9.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.9641 -11.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 13 2 0 0 0 0 2 4 2 0 0 0 0 2 13 1 0 0 0 0 3 15 2 0 0 0 0 4 15 1 0 0 0 0 5 6 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 19 1 0 0 0 0 8 10 1 0 0 0 0 8 19 1 0 0 0 0 9 23 1 0 0 0 0 10 23 1 0 0 0 0 11 14 1 0 0 0 0 11 17 1 0 0 0 0 12 14 1 0 0 0 0 12 24 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 15 24 1 0 0 0 0 16 18 2 3 0 0 0 16 19 1 0 0 0 0 16 22 1 0 0 0 0 17 33 1 0 0 0 0 20 34 1 0 0 0 0 21 35 1 0 0 0 0 22 36 1 0 0 0 0 25 26 2 0 0 0 0 25 27 1 0 0 0 0 26 28 1 0 0 0 0 27 29 2 0 0 0 0 27 30 1 0 0 0 0 28 31 2 0 0 0 0 28 32 1 0 0 0 0 30 37 1 0 0 0 0 32 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.18
ALogP	-1.9055
MLogP	2.34
XLogP	0.434
HDA	6
HBD	4
Rotatable Bonds	12
TPSA	106.78
RO5 Violation	0