NPASS drugs

Drug Information

Drug ID:	NPD2190
Drug Name:	tegaserod
Molecular Formula:	C16H23N5O
Canonical SMILES:	CCCCCNC(=N)NN/C=C/1C=Nc2c1cc(OC)cc2
Standard InCHI:	InChI=1S/C16H23N5O/c1-3-4-5-8-18-16(17)21-20-11-12-10-19-15-7-6-13(22-2)9-14(12)15/h6-7,9-11,20H,3-5,8H2,1-2H3,(H3,17,18,21)/b12-11+
Standard InCHIKey:	JWXDRFUZDKKGDV-VAWYXSNFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2190

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	329
0.1-0.2	2418
0.2-0.3	10157
0.3-0.4	3951
0.4-0.5	10966
0.5-0.6	2847
0.6-0.7	212
0.7-0.8	10
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	0.7766	NPC476465
Intermediate Similarity	0.7425	NPC13397
Intermediate Similarity	0.7273	NPC85482
Intermediate Similarity	0.7261	NPC471321
Intermediate Similarity	0.7261	NPC471306
Intermediate Similarity	0.7097	NPC76748
Intermediate Similarity	0.7059	NPC92111
Intermediate Similarity	0.7043	NPC296527
Intermediate Similarity	0.7029	NPC230942
Intermediate Similarity	0.7029	NPC315498
Remote Similarity	0.6994	NPC237227
Remote Similarity	0.6984	NPC307963
Remote Similarity	0.6795	NPC160120
Remote Similarity	0.6795	NPC53596
Remote Similarity	0.6795	NPC289330
Remote Similarity	0.6795	NPC471308
Remote Similarity	0.6795	NPC17388
Remote Similarity	0.6774	NPC176127
Remote Similarity	0.676	NPC70172
Remote Similarity	0.6757	NPC70092
Remote Similarity	0.6736	NPC251090
Remote Similarity	0.6705	NPC292003
Remote Similarity	0.6685	NPC235628
Remote Similarity	0.6684	NPC315957
Remote Similarity	0.6667	NPC471315
Remote Similarity	0.6667	NPC471314
Remote Similarity	0.6625	NPC217277
Remote Similarity	0.6599	NPC176538
Remote Similarity	0.658	NPC79213
Remote Similarity	0.6558	NPC264782
Remote Similarity	0.6536	NPC21890
Remote Similarity	0.6534	NPC219383
Remote Similarity	0.6515	NPC329793
Remote Similarity	0.6508	NPC98197
Remote Similarity	0.6484	NPC247251
Remote Similarity	0.6462	NPC203972
Remote Similarity	0.646	NPC298486
Remote Similarity	0.6456	NPC266931
Remote Similarity	0.6455	NPC28368
Remote Similarity	0.6446	NPC476689
Remote Similarity	0.6446	NPC476685
Remote Similarity	0.6446	NPC476687
Remote Similarity	0.6439	NPC208284
Remote Similarity	0.6432	NPC310894
Remote Similarity	0.6429	NPC198401
Remote Similarity	0.6425	NPC315257
Remote Similarity	0.6409	NPC93653
Remote Similarity	0.6406	NPC171171
Remote Similarity	0.6396	NPC13880
Remote Similarity	0.6387	NPC204717
Remote Similarity	0.6382	NPC186469
Remote Similarity	0.6354	NPC314002
Remote Similarity	0.635	NPC25897
Remote Similarity	0.6349	NPC181905
Remote Similarity	0.634	NPC32771
Remote Similarity	0.634	NPC217294
Remote Similarity	0.634	NPC97811
Remote Similarity	0.6335	NPC220765
Remote Similarity	0.6329	NPC316981
Remote Similarity	0.6316	NPC253429
Remote Similarity	0.6313	NPC26872
Remote Similarity	0.631	NPC130595
Remote Similarity	0.631	NPC93882
Remote Similarity	0.6302	NPC84478
Remote Similarity	0.6298	NPC469428
Remote Similarity	0.6296	NPC184964
Remote Similarity	0.6296	NPC143450
Remote Similarity	0.6296	NPC211992
Remote Similarity	0.629	NPC477888
Remote Similarity	0.6284	NPC22014
Remote Similarity	0.6284	NPC177404
Remote Similarity	0.6275	NPC261388
Remote Similarity	0.6272	NPC313737
Remote Similarity	0.6272	NPC285078
Remote Similarity	0.6272	NPC6854
Remote Similarity	0.6272	NPC160692
Remote Similarity	0.6272	NPC267237
Remote Similarity	0.6269	NPC121772
Remote Similarity	0.6256	NPC473460
Remote Similarity	0.625	NPC42383
Remote Similarity	0.625	NPC118511
Remote Similarity	0.625	NPC469831
Remote Similarity	0.6244	NPC99666
Remote Similarity	0.6243	NPC168861
Remote Similarity	0.6243	NPC10730
Remote Similarity	0.6243	NPC10875
Remote Similarity	0.6243	NPC473432
Remote Similarity	0.6242	NPC26524
Remote Similarity	0.6237	NPC87391
Remote Similarity	0.6235	NPC218530
Remote Similarity	0.6232	NPC471304
Remote Similarity	0.623	NPC265383
Remote Similarity	0.6225	NPC264166
Remote Similarity	0.6225	NPC274291
Remote Similarity	0.6225	NPC329708
Remote Similarity	0.6225	NPC165349
Remote Similarity	0.6225	NPC118832
Remote Similarity	0.6225	NPC285558
Remote Similarity	0.6225	NPC47059
Remote Similarity	0.6224	NPC174629
Remote Similarity	0.6221	NPC214988
Remote Similarity	0.622	NPC478074
Remote Similarity	0.6216	NPC24954
Remote Similarity	0.6211	NPC43275
Remote Similarity	0.6209	NPC26850
Remote Similarity	0.6207	NPC474077
Remote Similarity	0.62	NPC77555
Remote Similarity	0.6198	NPC260118
Remote Similarity	0.6196	NPC72291
Remote Similarity	0.619	NPC470549
Remote Similarity	0.619	NPC312872
Remote Similarity	0.6188	NPC120075
Remote Similarity	0.6188	NPC19872
Remote Similarity	0.6181	NPC131017
Remote Similarity	0.6176	NPC223427
Remote Similarity	0.6176	NPC476138
Remote Similarity	0.6176	NPC245816
Remote Similarity	0.6168	NPC172403
Remote Similarity	0.6166	NPC192939
Remote Similarity	0.6166	NPC215747
Remote Similarity	0.6166	NPC311936
Remote Similarity	0.6166	NPC314659
Remote Similarity	0.6164	NPC222982
Remote Similarity	0.6162	NPC204970
Remote Similarity	0.6161	NPC170114
Remote Similarity	0.6158	NPC232727
Remote Similarity	0.6154	NPC226914
Remote Similarity	0.6154	NPC255550
Remote Similarity	0.6154	NPC308885
Remote Similarity	0.6154	NPC476570
Remote Similarity	0.615	NPC194967
Remote Similarity	0.6149	NPC212850
Remote Similarity	0.6149	NPC189724
Remote Similarity	0.6149	NPC83289
Remote Similarity	0.6136	NPC472103
Remote Similarity	0.6134	NPC119579
Remote Similarity	0.6133	NPC476568
Remote Similarity	0.6131	NPC84853
Remote Similarity	0.6127	NPC471316
Remote Similarity	0.6126	NPC228040
Remote Similarity	0.6122	NPC21425
Remote Similarity	0.6121	NPC328267
Remote Similarity	0.6119	NPC272706
Remote Similarity	0.6114	NPC197335
Remote Similarity	0.6111	NPC60538
Remote Similarity	0.6111	NPC207824
Remote Similarity	0.6111	NPC28510
Remote Similarity	0.6111	NPC40209
Remote Similarity	0.6108	NPC301713
Remote Similarity	0.6108	NPC329747
Remote Similarity	0.6103	NPC473007
Remote Similarity	0.6103	NPC28425
Remote Similarity	0.6098	NPC475774
Remote Similarity	0.6098	NPC162484
Remote Similarity	0.6095	NPC262641
Remote Similarity	0.6091	NPC242928
Remote Similarity	0.609	NPC172046
Remote Similarity	0.6087	NPC323948
Remote Similarity	0.6084	NPC325013
Remote Similarity	0.608	NPC133140
Remote Similarity	0.608	NPC195268
Remote Similarity	0.6071	NPC153990
Remote Similarity	0.607	NPC242209
Remote Similarity	0.6069	NPC166667
Remote Similarity	0.6069	NPC174754
Remote Similarity	0.6067	NPC130926
Remote Similarity	0.6062	NPC303370
Remote Similarity	0.6061	NPC474059
Remote Similarity	0.6059	NPC313466
Remote Similarity	0.6058	NPC82548
Remote Similarity	0.6057	NPC314113
Remote Similarity	0.6051	NPC469829
Remote Similarity	0.6049	NPC52801
Remote Similarity	0.6048	NPC476249
Remote Similarity	0.6047	NPC472099
Remote Similarity	0.6044	NPC277669
Remote Similarity	0.6044	NPC52475
Remote Similarity	0.6044	NPC76213
Remote Similarity	0.6042	NPC285941
Remote Similarity	0.6041	NPC180253
Remote Similarity	0.6041	NPC219170
Remote Similarity	0.604	NPC156704
Remote Similarity	0.6039	NPC472111
Remote Similarity	0.6036	NPC180504
Remote Similarity	0.6036	NPC226662
Remote Similarity	0.6034	NPC48202
Remote Similarity	0.6031	NPC270301
Remote Similarity	0.6031	NPC474798
Remote Similarity	0.603	NPC475411
Remote Similarity	0.6028	NPC96321
Remote Similarity	0.6027	NPC157931
Remote Similarity	0.6026	NPC146530
Remote Similarity	0.6025	NPC258992
Remote Similarity	0.6025	NPC147957
Remote Similarity	0.6023	NPC323204
Remote Similarity	0.6023	NPC307123
Remote Similarity	0.6023	NPC247018
Remote Similarity	0.6023	NPC274732
Remote Similarity	0.6023	NPC118419
Remote Similarity	0.6023	NPC97870

Drug Structure

NPD2190 OpenBabel08211701392D 26 27 0 0 0 0 0 0 0 0999 V2000 1.4405 -8.3948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4152 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7713 -7.6517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2068 -7.8596 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8760 -7.1165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 0.1910 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5669 -6.1654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8171 -1.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -2.5691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6831 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -1.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9271 -4.4712 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0511 -4.2633 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2361 -5.4223 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2872 -2.7770 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5962 -3.7281 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5491 -1.8090 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3601 -3.3122 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2142 -5.6302 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9563 -2.0339 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5743 -3.9360 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 22 1 0 0 0 0 3 4 1 0 0 0 0 4 5 1 0 0 0 0 5 8 1 0 0 0 0 6 7 2 0 0 0 0 6 13 1 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 13 2 0 0 0 0 9 14 1 0 0 0 0 10 12 1 0 0 0 0 10 19 2 0 0 0 0 11 12 2 0 0 0 0 11 20 1 0 0 0 0 12 14 1 0 0 0 0 13 22 1 0 0 0 0 14 15 2 0 0 0 0 15 19 1 0 0 0 0 16 17 2 0 0 0 0 16 18 1 0 0 0 0 16 21 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 20 21 1 0 0 0 0 20 25 1 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001526
DrugBank
ChEMBL
IUPHAR/BPS	226
PharmaGKB
KEGG Drug
PubChem CID	5362436
ChEBI
CAS Number

Drug Properties

Molecular Weight	301.19
ALogP	-2.0258
MLogP	2.56
XLogP	4.35
HDA	5
HBD	4
Rotatable Bonds	11
TPSA	81.53
RO5 Violation	0