NPASS drugs

Drug Information

Drug ID:	NPD2443
Drug Name:	Alosetron
Molecular Formula:	C17H18N4O
Canonical SMILES:	O=C1N(CCc2c1c1ccccc1n2C)Cc1[nH]cnc1C
Standard InCHI:	InChI=1S/C17H18N4O/c1-11-13(19-10-18-11)9-21-8-7-15-16(17(21)22)12-5-3-4-6-14(12)20(15)2/h3-6,10H,7-9H2,1-2H3,(H,18,19)
Standard InCHIKey:	JSWZEAMFRNKZNL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2443

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	568
0.1-0.2	6436
0.2-0.3	15107
0.3-0.4	5061
0.4-0.5	1339
0.5-0.6	1364
0.6-0.7	849
0.7-0.8	151
0.8-0.85	13
0.85-0.9	2
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	0.8872	NPC116555
High Similarity	0.8522	NPC267811
Intermediate Similarity	0.8291	NPC317701
Intermediate Similarity	0.8272	NPC17273
Intermediate Similarity	0.8272	NPC141612
Intermediate Similarity	0.8272	NPC135601
Intermediate Similarity	0.8168	NPC21429
Intermediate Similarity	0.8051	NPC324091
Intermediate Similarity	0.8031	NPC133003
Intermediate Similarity	0.802	NPC326422
Intermediate Similarity	0.8019	NPC282247
Intermediate Similarity	0.801	NPC16659
Intermediate Similarity	0.801	NPC476460
Intermediate Similarity	0.8009	NPC267078
Intermediate Similarity	0.8009	NPC935
Intermediate Similarity	0.7972	NPC474357
Intermediate Similarity	0.7969	NPC191415
Intermediate Similarity	0.7963	NPC470323
Intermediate Similarity	0.7958	NPC265710
Intermediate Similarity	0.7938	NPC99939
Intermediate Similarity	0.7938	NPC308931
Intermediate Similarity	0.7927	NPC470205
Intermediate Similarity	0.7906	NPC240088
Intermediate Similarity	0.7906	NPC473380
Intermediate Similarity	0.7887	NPC477003
Intermediate Similarity	0.7835	NPC102755
Intermediate Similarity	0.776	NPC151635
Intermediate Similarity	0.7754	NPC470203
Intermediate Similarity	0.7752	NPC69843
Intermediate Similarity	0.772	NPC284775
Intermediate Similarity	0.7714	NPC153980
Intermediate Similarity	0.7714	NPC6865
Intermediate Similarity	0.7701	NPC470204
Intermediate Similarity	0.7692	NPC71238
Intermediate Similarity	0.7673	NPC79356
Intermediate Similarity	0.7673	NPC102592
Intermediate Similarity	0.7667	NPC72956
Intermediate Similarity	0.7662	NPC304203
Intermediate Similarity	0.7656	NPC161861
Intermediate Similarity	0.7641	NPC88110
Intermediate Similarity	0.7598	NPC474389
Intermediate Similarity	0.7583	NPC54981
Intermediate Similarity	0.7576	NPC476341
Intermediate Similarity	0.7548	NPC473376
Intermediate Similarity	0.7547	NPC470702
Intermediate Similarity	0.7547	NPC473218
Intermediate Similarity	0.7547	NPC471194
Intermediate Similarity	0.7547	NPC471193
Intermediate Similarity	0.7545	NPC156003
Intermediate Similarity	0.7539	NPC56233
Intermediate Similarity	0.7526	NPC478184
Intermediate Similarity	0.7526	NPC317054
Intermediate Similarity	0.7523	NPC471192
Intermediate Similarity	0.7512	NPC470703
Intermediate Similarity	0.7487	NPC476219
Intermediate Similarity	0.7487	NPC476297
Intermediate Similarity	0.7476	NPC237414
Intermediate Similarity	0.7463	NPC167710
Intermediate Similarity	0.7447	NPC74619
Intermediate Similarity	0.7435	NPC478182
Intermediate Similarity	0.7421	NPC122141
Intermediate Similarity	0.7413	NPC17059
Intermediate Similarity	0.7411	NPC11126
Intermediate Similarity	0.7402	NPC474180
Intermediate Similarity	0.7402	NPC188821
Intermediate Similarity	0.7396	NPC42372
Intermediate Similarity	0.7393	NPC243850
Intermediate Similarity	0.7391	NPC153123
Intermediate Similarity	0.7391	NPC475914
Intermediate Similarity	0.7391	NPC470440
Intermediate Similarity	0.7391	NPC268744
Intermediate Similarity	0.7391	NPC477004
Intermediate Similarity	0.7391	NPC220797
Intermediate Similarity	0.7391	NPC474318
Intermediate Similarity	0.7391	NPC201266
Intermediate Similarity	0.7385	NPC252572
Intermediate Similarity	0.7371	NPC471943
Intermediate Similarity	0.7361	NPC470731
Intermediate Similarity	0.7361	NPC470732
Intermediate Similarity	0.7358	NPC114637
Intermediate Similarity	0.7356	NPC269203
Intermediate Similarity	0.7356	NPC166209
Intermediate Similarity	0.7356	NPC13456
Intermediate Similarity	0.7356	NPC77241
Intermediate Similarity	0.735	NPC228835
Intermediate Similarity	0.7347	NPC293216
Intermediate Similarity	0.7346	NPC471191
Intermediate Similarity	0.7344	NPC21174
Intermediate Similarity	0.7344	NPC271797
Intermediate Similarity	0.7336	NPC295452
Intermediate Similarity	0.7336	NPC171393
Intermediate Similarity	0.7331	NPC63109
Intermediate Similarity	0.7297	NPC204141
Intermediate Similarity	0.7291	NPC473666
Intermediate Similarity	0.7286	NPC91179
Intermediate Similarity	0.7277	NPC293487
Intermediate Similarity	0.7277	NPC476527
Intermediate Similarity	0.7273	NPC321911
Intermediate Similarity	0.7269	NPC54744
Intermediate Similarity	0.7259	NPC469529
Intermediate Similarity	0.7254	NPC317105
Intermediate Similarity	0.725	NPC307191
Intermediate Similarity	0.7219	NPC469811
Intermediate Similarity	0.7219	NPC201380
Intermediate Similarity	0.7219	NPC179787
Intermediate Similarity	0.7207	NPC476817
Intermediate Similarity	0.7202	NPC322064
Intermediate Similarity	0.72	NPC40530
Intermediate Similarity	0.72	NPC314281
Intermediate Similarity	0.7192	NPC62749
Intermediate Similarity	0.7192	NPC94752
Intermediate Similarity	0.7188	NPC300238
Intermediate Similarity	0.7184	NPC272458
Intermediate Similarity	0.7179	NPC478183
Intermediate Similarity	0.7174	NPC115611
Intermediate Similarity	0.7166	NPC63545
Intermediate Similarity	0.7164	NPC470677
Intermediate Similarity	0.7162	NPC312942
Intermediate Similarity	0.7162	NPC327095
Intermediate Similarity	0.7158	NPC325903
Intermediate Similarity	0.7136	NPC280852
Intermediate Similarity	0.713	NPC229893
Intermediate Similarity	0.713	NPC40455
Intermediate Similarity	0.7129	NPC227582
Intermediate Similarity	0.7122	NPC213629
Intermediate Similarity	0.7116	NPC266249
Intermediate Similarity	0.7113	NPC214106
Intermediate Similarity	0.7113	NPC478185
Intermediate Similarity	0.7113	NPC194881
Intermediate Similarity	0.7113	NPC225018
Intermediate Similarity	0.7107	NPC91895
Intermediate Similarity	0.7098	NPC19170
Intermediate Similarity	0.7097	NPC320968
Intermediate Similarity	0.7095	NPC131887
Intermediate Similarity	0.7094	NPC467063
Intermediate Similarity	0.7092	NPC49217
Intermediate Similarity	0.7074	NPC478186
Intermediate Similarity	0.7072	NPC323969
Intermediate Similarity	0.7072	NPC272174
Intermediate Similarity	0.707	NPC54420
Intermediate Similarity	0.7062	NPC74413
Intermediate Similarity	0.7053	NPC53947
Intermediate Similarity	0.7051	NPC123839
Intermediate Similarity	0.7048	NPC475286
Intermediate Similarity	0.7048	NPC174281
Intermediate Similarity	0.7047	NPC236711
Intermediate Similarity	0.7045	NPC147983
Intermediate Similarity	0.7045	NPC177996
Intermediate Similarity	0.7044	NPC117027
Intermediate Similarity	0.7041	NPC115232
Intermediate Similarity	0.7039	NPC321708
Intermediate Similarity	0.7037	NPC114209
Intermediate Similarity	0.7035	NPC476491
Intermediate Similarity	0.7033	NPC294693
Intermediate Similarity	0.7028	NPC252338
Intermediate Similarity	0.702	NPC32534
Intermediate Similarity	0.7014	NPC238945
Intermediate Similarity	0.7014	NPC474916
Intermediate Similarity	0.7014	NPC171317
Intermediate Similarity	0.701	NPC108011
Intermediate Similarity	0.701	NPC92796
Intermediate Similarity	0.701	NPC135141
Intermediate Similarity	0.7005	NPC478158
Intermediate Similarity	0.7005	NPC162860
Intermediate Similarity	0.7004	NPC297862
Intermediate Similarity	0.7	NPC477979
Remote Similarity	0.6996	NPC474195
Remote Similarity	0.6995	NPC469308
Remote Similarity	0.6995	NPC471944
Remote Similarity	0.6984	NPC143872
Remote Similarity	0.6984	NPC288838
Remote Similarity	0.6982	NPC475736
Remote Similarity	0.6981	NPC19696
Remote Similarity	0.6981	NPC136957
Remote Similarity	0.6981	NPC293917
Remote Similarity	0.6981	NPC81535
Remote Similarity	0.6979	NPC200214
Remote Similarity	0.6974	NPC477175
Remote Similarity	0.6974	NPC470680
Remote Similarity	0.6974	NPC100104
Remote Similarity	0.6974	NPC470730
Remote Similarity	0.6974	NPC477176
Remote Similarity	0.6974	NPC470729
Remote Similarity	0.6971	NPC210123
Remote Similarity	0.6964	NPC474896
Remote Similarity	0.6963	NPC260900
Remote Similarity	0.6948	NPC77101
Remote Similarity	0.6947	NPC474196
Remote Similarity	0.6946	NPC73994
Remote Similarity	0.6943	NPC474877
Remote Similarity	0.6943	NPC475969
Remote Similarity	0.6943	NPC475859
Remote Similarity	0.6943	NPC477177
Remote Similarity	0.6939	NPC242116
Remote Similarity	0.6938	NPC216550
Remote Similarity	0.6934	NPC67288
Remote Similarity	0.6933	NPC220851
Remote Similarity	0.6933	NPC31097
Remote Similarity	0.6927	NPC110158
Remote Similarity	0.6927	NPC472260

Drug Structure

NPD2443 OpenBabel08211702172D 23 26 0 0 0 0 0 0 0 0999 V2000 -2.2511 2.0520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5199 -2.4719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0390 0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0391 -0.9698 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1994 0.4851 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1995 -1.4547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8397 -1.4549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0001 -0.9701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8397 0.4847 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2369 -0.2549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4526 1.1037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3593 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8038 0.3832 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3594 -0.9699 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6797 -0.9700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6797 0.0001 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8396 0.4849 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3383 0.7093 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.2885 -0.4564 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5199 -1.4548 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 0.8394 1.4849 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8941 -1.3421 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 20 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 12 2 0 0 0 0 6 14 2 0 0 0 0 7 8 1 0 0 0 0 7 15 1 0 0 0 0 8 21 1 0 0 0 0 9 13 1 0 0 0 0 9 21 1 0 0 0 0 10 18 2 0 0 0 0 10 19 1 0 0 0 0 11 13 2 0 0 0 0 11 18 1 0 0 0 0 12 14 1 0 0 0 0 12 16 1 0 0 0 0 13 19 1 0 0 0 0 14 20 1 0 0 0 0 15 16 2 0 0 0 0 15 20 1 0 0 0 0 16 17 1 0 0 0 0 17 21 1 0 0 0 0 17 22 2 0 0 0 0 19 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000369
DrugBank	DB00969
ChEMBL	CHEMBL1110
IUPHAR/BPS	2296
PharmaGKB	PA164745502
KEGG Drug
PubChem CID	2099
ChEBI	253342
CAS Number	122852-42-0

Drug Properties

Molecular Weight	294.15
ALogP	-0.765
MLogP	2.78
XLogP	2.332
HDA	5
HBD	1
Rotatable Bonds	4
TPSA	53.92
RO5 Violation	0