NPASS drugs

Drug Information

Drug ID:	NPD3389
Drug Name:	Dolasetron Mesylate
Molecular Formula:	C19H20N2O3.CH4O3S.H2O
Canonical SMILES:	CS(=O)(=O)O.O=C1CN2[C@H]3C[C@H]1C[C@@H]2C[C@@H](C3)OC(=O)c1c[nH]c2c1cccc2.O
Standard InCHI:	InChI=1S/C19H20N2O3.CH4O3S.H2O/c22-18-10-21-12-5-11(18)6-13(21)8-14(7-12)24-19(23)16-9-20-17-4-2-1-3-15(16)17;1-5(2,3)4;/h1-4,9,11-14,20H,5-8,10H2;1H3,(H,2,3,4);1H2/t11-,12-,13+,14+;;
Standard InCHIKey:	QTFFGPOXNNGTGZ-LIFGOUTFSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD3389

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	303
0.1-0.2	1546
0.2-0.3	7776
0.3-0.4	10654
0.4-0.5	7358
0.5-0.6	1332
0.6-0.7	1337
0.7-0.8	574
0.8-0.85	9
0.85-0.9	1
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
High Similarity	0.875	NPC138370
Intermediate Similarity	0.848	NPC123839
Intermediate Similarity	0.8382	NPC266249
Intermediate Similarity	0.8308	NPC278434
Intermediate Similarity	0.8205	NPC282103
Intermediate Similarity	0.8195	NPC82053
Intermediate Similarity	0.8143	NPC477979
Intermediate Similarity	0.8134	NPC118940
Intermediate Similarity	0.8109	NPC245916
Intermediate Similarity	0.801	NPC267343
Intermediate Similarity	0.795	NPC154339
Intermediate Similarity	0.7931	NPC472293
Intermediate Similarity	0.7931	NPC472116
Intermediate Similarity	0.7926	NPC229893
Intermediate Similarity	0.7921	NPC472210
Intermediate Similarity	0.7921	NPC81802
Intermediate Similarity	0.7921	NPC247735
Intermediate Similarity	0.7921	NPC472295
Intermediate Similarity	0.7921	NPC269886
Intermediate Similarity	0.7907	NPC74360
Intermediate Similarity	0.7902	NPC472297
Intermediate Similarity	0.7902	NPC472296
Intermediate Similarity	0.7877	NPC318299
Intermediate Similarity	0.7871	NPC472292
Intermediate Similarity	0.7871	NPC55493
Intermediate Similarity	0.787	NPC472099
Intermediate Similarity	0.7854	NPC67288
Intermediate Similarity	0.785	NPC36405
Intermediate Similarity	0.784	NPC234078
Intermediate Similarity	0.784	NPC317752
Intermediate Similarity	0.784	NPC221100
Intermediate Similarity	0.7822	NPC101350
Intermediate Similarity	0.7818	NPC478078
Intermediate Similarity	0.7816	NPC123395
Intermediate Similarity	0.7816	NPC103361
Intermediate Similarity	0.7811	NPC196251
Intermediate Similarity	0.7811	NPC63199
Intermediate Similarity	0.7811	NPC102338
Intermediate Similarity	0.7811	NPC111602
Intermediate Similarity	0.7806	NPC284775
Intermediate Similarity	0.7799	NPC327592
Intermediate Similarity	0.7799	NPC132539
Intermediate Similarity	0.7789	NPC477003
Intermediate Similarity	0.7778	NPC199851
Intermediate Similarity	0.7778	NPC312870
Intermediate Similarity	0.7778	NPC254240
Intermediate Similarity	0.7778	NPC294909
Intermediate Similarity	0.7778	NPC128265
Intermediate Similarity	0.7778	NPC235685
Intermediate Similarity	0.7767	NPC474916
Intermediate Similarity	0.7763	NPC122436
Intermediate Similarity	0.7762	NPC317373
Intermediate Similarity	0.774	NPC471944
Intermediate Similarity	0.7729	NPC81535
Intermediate Similarity	0.7716	NPC84827
Intermediate Similarity	0.7716	NPC14113
Intermediate Similarity	0.7716	NPC145885
Intermediate Similarity	0.7713	NPC260434
Intermediate Similarity	0.7707	NPC220151
Intermediate Similarity	0.7707	NPC19692
Intermediate Similarity	0.7707	NPC135950
Intermediate Similarity	0.7692	NPC214428
Intermediate Similarity	0.7689	NPC182222
Intermediate Similarity	0.7685	NPC472112
Intermediate Similarity	0.7685	NPC152768
Intermediate Similarity	0.7685	NPC148183
Intermediate Similarity	0.7671	NPC2395
Intermediate Similarity	0.767	NPC79356
Intermediate Similarity	0.767	NPC102592
Intermediate Similarity	0.7668	NPC42372
Intermediate Similarity	0.7667	NPC98715
Intermediate Similarity	0.766	NPC478083
Intermediate Similarity	0.7659	NPC326422
Intermediate Similarity	0.7655	NPC477549
Intermediate Similarity	0.765	NPC472285
Intermediate Similarity	0.765	NPC312645
Intermediate Similarity	0.765	NPC27041
Intermediate Similarity	0.7647	NPC476460
Intermediate Similarity	0.7647	NPC235885
Intermediate Similarity	0.7644	NPC241024
Intermediate Similarity	0.763	NPC289086
Intermediate Similarity	0.7628	NPC219087
Intermediate Similarity	0.7619	NPC476874
Intermediate Similarity	0.7619	NPC328318
Intermediate Similarity	0.7619	NPC328596
Intermediate Similarity	0.761	NPC472113
Intermediate Similarity	0.7606	NPC258062
Intermediate Similarity	0.7606	NPC127677
Intermediate Similarity	0.7606	NPC171787
Intermediate Similarity	0.76	NPC196718
Intermediate Similarity	0.76	NPC102593
Intermediate Similarity	0.76	NPC191415
Intermediate Similarity	0.7598	NPC83111
Intermediate Similarity	0.7598	NPC314333
Intermediate Similarity	0.7598	NPC329858
Intermediate Similarity	0.7596	NPC52557
Intermediate Similarity	0.7593	NPC472291
Intermediate Similarity	0.7593	NPC229348
Intermediate Similarity	0.7576	NPC150048
Intermediate Similarity	0.7576	NPC203754
Intermediate Similarity	0.7576	NPC84347
Intermediate Similarity	0.7574	NPC280290
Intermediate Similarity	0.7573	NPC304203
Intermediate Similarity	0.757	NPC472070
Intermediate Similarity	0.7568	NPC21638
Intermediate Similarity	0.7562	NPC102755
Intermediate Similarity	0.7559	NPC183777
Intermediate Similarity	0.7559	NPC243850
Intermediate Similarity	0.7559	NPC46225
Intermediate Similarity	0.7559	NPC225821
Intermediate Similarity	0.7548	NPC167710
Intermediate Similarity	0.7538	NPC111275
Intermediate Similarity	0.7537	NPC315555
Intermediate Similarity	0.7537	NPC160381
Intermediate Similarity	0.7537	NPC235684
Intermediate Similarity	0.7536	NPC202812
Intermediate Similarity	0.7534	NPC319232
Intermediate Similarity	0.7534	NPC24370
Intermediate Similarity	0.7534	NPC281049
Intermediate Similarity	0.7525	NPC293216
Intermediate Similarity	0.7525	NPC203468
Intermediate Similarity	0.7525	NPC110500
Intermediate Similarity	0.7525	NPC149155
Intermediate Similarity	0.7522	NPC148889
Intermediate Similarity	0.7522	NPC207686
Intermediate Similarity	0.7512	NPC238457
Intermediate Similarity	0.7512	NPC472065
Intermediate Similarity	0.7512	NPC71037
Intermediate Similarity	0.7512	NPC89508
Intermediate Similarity	0.7512	NPC469489
Intermediate Similarity	0.7512	NPC277350
Intermediate Similarity	0.7511	NPC53534
Intermediate Similarity	0.75	NPC283219
Intermediate Similarity	0.75	NPC55772
Intermediate Similarity	0.75	NPC82370
Intermediate Similarity	0.75	NPC11445
Intermediate Similarity	0.75	NPC213468
Intermediate Similarity	0.75	NPC126709
Intermediate Similarity	0.75	NPC248041
Intermediate Similarity	0.7488	NPC300183
Intermediate Similarity	0.7487	NPC267885
Intermediate Similarity	0.7478	NPC315062
Intermediate Similarity	0.7476	NPC74413
Intermediate Similarity	0.7466	NPC477901
Intermediate Similarity	0.7466	NPC323969
Intermediate Similarity	0.7466	NPC276657
Intermediate Similarity	0.7456	NPC327769
Intermediate Similarity	0.7455	NPC96321
Intermediate Similarity	0.7455	NPC473506
Intermediate Similarity	0.7453	NPC162730
Intermediate Similarity	0.7453	NPC474116
Intermediate Similarity	0.7453	NPC193761
Intermediate Similarity	0.7452	NPC157828
Intermediate Similarity	0.7452	NPC195239
Intermediate Similarity	0.7441	NPC470279
Intermediate Similarity	0.7441	NPC315491
Intermediate Similarity	0.7441	NPC45459
Intermediate Similarity	0.744	NPC47190
Intermediate Similarity	0.7438	NPC284678
Intermediate Similarity	0.7438	NPC472119
Intermediate Similarity	0.7438	NPC46895
Intermediate Similarity	0.7438	NPC207851
Intermediate Similarity	0.743	NPC472064
Intermediate Similarity	0.7424	NPC249614
Intermediate Similarity	0.7422	NPC475600
Intermediate Similarity	0.7422	NPC476110
Intermediate Similarity	0.7422	NPC87152
Intermediate Similarity	0.7422	NPC475631
Intermediate Similarity	0.7422	NPC192712
Intermediate Similarity	0.7418	NPC165599
Intermediate Similarity	0.7418	NPC317701
Intermediate Similarity	0.7412	NPC70155
Intermediate Similarity	0.7411	NPC78020
Intermediate Similarity	0.7407	NPC271862
Intermediate Similarity	0.7404	NPC91868
Intermediate Similarity	0.7404	NPC63971
Intermediate Similarity	0.7401	NPC267853
Intermediate Similarity	0.7399	NPC477788
Intermediate Similarity	0.7399	NPC235364
Intermediate Similarity	0.7397	NPC478157
Intermediate Similarity	0.7397	NPC152620
Intermediate Similarity	0.7395	NPC244741
Intermediate Similarity	0.7391	NPC15801
Intermediate Similarity	0.7389	NPC471190
Intermediate Similarity	0.7389	NPC469358
Intermediate Similarity	0.7389	NPC470486
Intermediate Similarity	0.7389	NPC475644
Intermediate Similarity	0.7389	NPC471977
Intermediate Similarity	0.7389	NPC143533
Intermediate Similarity	0.7385	NPC471194
Intermediate Similarity	0.7385	NPC472098
Intermediate Similarity	0.7385	NPC87856
Intermediate Similarity	0.7385	NPC471193
Intermediate Similarity	0.7385	NPC151976
Intermediate Similarity	0.7381	NPC227582
Intermediate Similarity	0.738	NPC316411
Intermediate Similarity	0.7379	NPC175474
Intermediate Similarity	0.7379	NPC321708
Intermediate Similarity	0.7378	NPC472762
Intermediate Similarity	0.7376	NPC61011

Drug Structure

NPD3389 OpenBabel08211703112D 34 36 0 0 1 0 0 0 0 0999 V2000 2.6923 0.8568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9002 1.8350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7412 0.5478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1570 2.5041 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9721 -0.9206 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7692 -1.6151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9964 -0.6196 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4964 -1.4857 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4032 2.0260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2035 -2.3517 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2035 -0.9782 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4964 -1.4857 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.9964 -2.3517 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9964 -0.6196 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9981 1.2169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0036 1.1124 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2060 2.1951 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8070 -1.6649 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4964 0.2464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3400 2.6951 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.9964 -2.3517 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -2.8244 -5.8273 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0036 -0.6196 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4964 0.2464 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6752 -11.7267 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6752 -11.7267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6752 -11.7267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6752 -11.7267 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6752 -11.7267 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 16.3036 -3.3505 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.2354 3.6896 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6752 -11.7267 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 13.4020 -1.6752 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 19.2052 -1.6752 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 15 2 0 0 0 0 4 17 2 0 0 0 0 5 12 1 0 0 0 0 6 11 1 0 0 0 0 6 13 1 0 0 0 0 7 12 1 0 0 0 0 7 14 1 0 0 0 0 8 13 1 0 0 0 0 8 14 1 0 0 0 0 9 16 2 0 0 0 0 9 20 1 0 0 0 0 10 18 1 0 0 0 0 10 21 1 0 0 0 0 11 5 1 1 0 0 0 11 18 1 0 0 0 0 12 21 1 6 0 0 0 13 21 1 6 0 0 0 14 24 1 1 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 18 22 2 0 0 0 0 19 23 2 0 0 0 0 19 24 1 0 0 0 0 20 31 1 0 0 0 0 25 29 1 0 0 0 0 26 29 1 0 0 0 0 26 32 1 0 0 0 0 27 29 2 0 0 0 0 28 29 2 0 0 0 0 30 33 1 0 0 0 0 30 34 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	324.15
ALogP	-1.3246
MLogP	3
XLogP	2.55
HDA	5
HBD	1
Rotatable Bonds	3
TPSA	62.4
RO5 Violation	0