NPASS drugs

Drug Information

Drug ID:	NPD3078
Drug Name:	Granisetron
Molecular Formula:	C18H24N4O
Canonical SMILES:	CN1[C@@H]2CCC[C@H]1C[C@H](C2)NC(=O)c1nn(c2c1cccc2)C
Standard InCHI:	InChI=1S/C18H24N4O/c1-21-13-6-5-7-14(21)11-12(10-13)19-18(23)17-15-8-3-4-9-16(15)22(2)20-17/h3-4,8-9,12-14H,5-7,10-11H2,1-2H3,(H,19,23)/t12-,13+,14-
Standard InCHIKey:	MFWNKCLOYSRHCJ-BTTYYORXSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD3078

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	416
0.1-0.2	4020
0.2-0.3	12040
0.3-0.4	10209
0.4-0.5	1761
0.5-0.6	1634
0.6-0.7	758
0.7-0.8	52
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	0.7944	NPC133003
Intermediate Similarity	0.7841	NPC161861
Intermediate Similarity	0.7833	NPC470205
Intermediate Similarity	0.7802	NPC135601
Intermediate Similarity	0.7802	NPC17273
Intermediate Similarity	0.7802	NPC141612
Intermediate Similarity	0.7701	NPC21174
Intermediate Similarity	0.7701	NPC271797
Intermediate Similarity	0.7674	NPC477887
Intermediate Similarity	0.7644	NPC194881
Intermediate Similarity	0.7581	NPC324091
Intermediate Similarity	0.75	NPC21429
Intermediate Similarity	0.7456	NPC470440
Intermediate Similarity	0.7405	NPC477003
Intermediate Similarity	0.7366	NPC308931
Intermediate Similarity	0.7366	NPC99939
Intermediate Similarity	0.7348	NPC252572
Intermediate Similarity	0.7316	NPC272458
Intermediate Similarity	0.7296	NPC317701
Intermediate Similarity	0.7283	NPC11126
Intermediate Similarity	0.7254	NPC167710
Intermediate Similarity	0.7249	NPC103119
Intermediate Similarity	0.7228	NPC157583
Intermediate Similarity	0.7225	NPC216550
Intermediate Similarity	0.7222	NPC56233
Intermediate Similarity	0.7219	NPC228835
Intermediate Similarity	0.7219	NPC467063
Intermediate Similarity	0.7204	NPC191415
Intermediate Similarity	0.7174	NPC151635
Intermediate Similarity	0.716	NPC88097
Intermediate Similarity	0.7151	NPC91179
Intermediate Similarity	0.7143	NPC471943
Intermediate Similarity	0.7143	NPC117032
Intermediate Similarity	0.7128	NPC34837
Intermediate Similarity	0.712	NPC471579
Intermediate Similarity	0.7113	NPC102592
Intermediate Similarity	0.7113	NPC79356
Intermediate Similarity	0.7108	NPC162417
Intermediate Similarity	0.7108	NPC316104
Intermediate Similarity	0.7098	NPC326422
Intermediate Similarity	0.7083	NPC476460
Intermediate Similarity	0.7074	NPC102755
Intermediate Similarity	0.7062	NPC476219
Intermediate Similarity	0.7053	NPC94752
Intermediate Similarity	0.7033	NPC114637
Intermediate Similarity	0.7026	NPC245916
Intermediate Similarity	0.7026	NPC472116
Intermediate Similarity	0.7018	NPC238499
Intermediate Similarity	0.7017	NPC478184
Intermediate Similarity	0.7017	NPC478182
Intermediate Similarity	0.7016	NPC17059
Intermediate Similarity	0.7006	NPC281094
Remote Similarity	0.699	NPC134657
Remote Similarity	0.6982	NPC325252
Remote Similarity	0.6979	NPC63199
Remote Similarity	0.6979	NPC102338
Remote Similarity	0.6979	NPC196251
Remote Similarity	0.6979	NPC111602
Remote Similarity	0.6979	NPC255909
Remote Similarity	0.6971	NPC21605
Remote Similarity	0.6968	NPC88110
Remote Similarity	0.6963	NPC478077
Remote Similarity	0.6959	NPC472113
Remote Similarity	0.6952	NPC14325
Remote Similarity	0.6952	NPC237188
Remote Similarity	0.6952	NPC28848
Remote Similarity	0.6952	NPC284775
Remote Similarity	0.6944	NPC474880
Remote Similarity	0.6944	NPC475990
Remote Similarity	0.6944	NPC221786
Remote Similarity	0.6943	NPC472112
Remote Similarity	0.6941	NPC65408
Remote Similarity	0.6936	NPC136002
Remote Similarity	0.6936	NPC20144
Remote Similarity	0.6935	NPC469529
Remote Similarity	0.6927	NPC6865
Remote Similarity	0.6927	NPC153980
Remote Similarity	0.6923	NPC198988
Remote Similarity	0.6923	NPC269886
Remote Similarity	0.6923	NPC247735
Remote Similarity	0.6923	NPC472295
Remote Similarity	0.6923	NPC81802
Remote Similarity	0.6923	NPC472210
Remote Similarity	0.6919	NPC477004
Remote Similarity	0.6914	NPC478186
Remote Similarity	0.6895	NPC143533
Remote Similarity	0.6891	NPC175474
Remote Similarity	0.6891	NPC473666
Remote Similarity	0.6885	NPC42372
Remote Similarity	0.6885	NPC115232
Remote Similarity	0.6879	NPC473868
Remote Similarity	0.6879	NPC63157
Remote Similarity	0.6878	NPC469896
Remote Similarity	0.6878	NPC15840
Remote Similarity	0.6878	NPC16659
Remote Similarity	0.6878	NPC72956
Remote Similarity	0.6875	NPC66210
Remote Similarity	0.6872	NPC471386
Remote Similarity	0.6862	NPC234987
Remote Similarity	0.6859	NPC258480
Remote Similarity	0.6859	NPC472119
Remote Similarity	0.6851	NPC293487
Remote Similarity	0.685	NPC471944
Remote Similarity	0.6845	NPC293216
Remote Similarity	0.6845	NPC471193
Remote Similarity	0.6845	NPC471194
Remote Similarity	0.6837	NPC304203
Remote Similarity	0.6834	NPC268744
Remote Similarity	0.6834	NPC153123
Remote Similarity	0.6834	NPC220797
Remote Similarity	0.6834	NPC475914
Remote Similarity	0.6834	NPC474318
Remote Similarity	0.6834	NPC201266
Remote Similarity	0.6825	NPC219336
Remote Similarity	0.6825	NPC265710
Remote Similarity	0.6821	NPC473763
Remote Similarity	0.6821	NPC117244
Remote Similarity	0.6821	NPC59084
Remote Similarity	0.6813	NPC229173
Remote Similarity	0.6806	NPC159125
Remote Similarity	0.6804	NPC213629
Remote Similarity	0.6802	NPC294693
Remote Similarity	0.68	NPC13456
Remote Similarity	0.68	NPC269203
Remote Similarity	0.68	NPC77241
Remote Similarity	0.68	NPC166209
Remote Similarity	0.6798	NPC472064
Remote Similarity	0.6798	NPC40070
Remote Similarity	0.6798	NPC471191
Remote Similarity	0.6789	NPC73994
Remote Similarity	0.6786	NPC472292
Remote Similarity	0.6778	NPC476297
Remote Similarity	0.6772	NPC240088
Remote Similarity	0.6772	NPC15573
Remote Similarity	0.6772	NPC183662
Remote Similarity	0.6772	NPC217372
Remote Similarity	0.6772	NPC473380
Remote Similarity	0.6771	NPC470003
Remote Similarity	0.6768	NPC128244
Remote Similarity	0.6763	NPC471574
Remote Similarity	0.6761	NPC204141
Remote Similarity	0.6761	NPC476817
Remote Similarity	0.676	NPC472260
Remote Similarity	0.6757	NPC478183
Remote Similarity	0.6754	NPC113626
Remote Similarity	0.675	NPC192674
Remote Similarity	0.675	NPC237414
Remote Similarity	0.6749	NPC88115
Remote Similarity	0.6746	NPC322064
Remote Similarity	0.6746	NPC471192
Remote Similarity	0.6736	NPC79062
Remote Similarity	0.6736	NPC472107
Remote Similarity	0.6733	NPC472069
Remote Similarity	0.6733	NPC472063
Remote Similarity	0.6733	NPC472062
Remote Similarity	0.6724	NPC2949
Remote Similarity	0.6724	NPC115611
Remote Similarity	0.6722	NPC200214
Remote Similarity	0.6721	NPC81229
Remote Similarity	0.6721	NPC255229
Remote Similarity	0.672	NPC317430
Remote Similarity	0.6717	NPC19692
Remote Similarity	0.6717	NPC220151
Remote Similarity	0.6704	NPC473878
Remote Similarity	0.6703	NPC299594
Remote Similarity	0.6703	NPC76982
Remote Similarity	0.6702	NPC472123
Remote Similarity	0.6701	NPC311858
Remote Similarity	0.6686	NPC218268
Remote Similarity	0.6686	NPC277157
Remote Similarity	0.6685	NPC214106
Remote Similarity	0.6685	NPC478185
Remote Similarity	0.6685	NPC242116
Remote Similarity	0.6684	NPC91895
Remote Similarity	0.6684	NPC145885
Remote Similarity	0.6684	NPC329858
Remote Similarity	0.6684	NPC84827
Remote Similarity	0.6684	NPC65080
Remote Similarity	0.6684	NPC14113
Remote Similarity	0.6684	NPC314333
Remote Similarity	0.6683	NPC270918
Remote Similarity	0.6683	NPC472293
Remote Similarity	0.6667	NPC470731
Remote Similarity	0.6667	NPC2823
Remote Similarity	0.6667	NPC470677
Remote Similarity	0.6667	NPC104483
Remote Similarity	0.6667	NPC284338
Remote Similarity	0.6667	NPC471164
Remote Similarity	0.6667	NPC472323
Remote Similarity	0.665	NPC106757
Remote Similarity	0.6649	NPC6982
Remote Similarity	0.6649	NPC248462
Remote Similarity	0.6636	NPC312942
Remote Similarity	0.6636	NPC327095
Remote Similarity	0.6634	NPC312870
Remote Similarity	0.6634	NPC472065
Remote Similarity	0.6634	NPC128265
Remote Similarity	0.6634	NPC199851
Remote Similarity	0.6634	NPC294909
Remote Similarity	0.6634	NPC254240

Drug Structure

NPD3078 OpenBabel08211702562D 24 27 0 0 1 0 0 0 0 0999 V2000 -2.8469 -0.7427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2985 -0.9188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5920 1.2646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5920 0.2985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7548 0.7773 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6172 0.0189 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4336 1.1426 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7554 1.7476 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7554 -0.1845 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3154 0.0262 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3334 1.4274 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4199 1.0207 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.1244 -0.5616 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1424 0.8396 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9188 1.2646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9188 0.2985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.5631 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2985 2.4819 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3479 3.1998 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5678 0.7816 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.0379 -0.1549 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 -1.2435 2.6827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0494 4.1186 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 4 2 0 0 0 0 3 8 1 0 0 0 0 4 9 1 0 0 0 0 5 6 1 0 0 0 0 5 7 1 0 0 0 0 8 15 2 0 0 0 0 9 16 2 0 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 11 12 1 0 0 0 0 11 14 1 0 0 0 0 12 19 1 1 0 0 0 13 6 1 1 0 0 0 13 21 1 0 0 0 0 14 7 1 1 0 0 0 14 21 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 22 1 0 0 0 0 17 18 1 0 0 0 0 17 20 2 0 0 0 0 18 19 1 0 0 0 0 18 23 2 0 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000295
DrugBank	DB00889
ChEMBL	CHEMBL1290003
IUPHAR/BPS
PharmaGKB	PA449809
KEGG Drug	D04370
PubChem CID
ChEBI	5537
CAS Number	109889-09-0

Drug Properties

Molecular Weight	312.20
ALogP	-1.995
MLogP	2.89
XLogP	2.574
HDA	5
HBD	1
Rotatable Bonds	5
TPSA	50.16
RO5 Violation	0