NPASS drugs

Drug Information

Drug ID:	NPD2128
Drug Name:	Itasetron
Molecular Formula:	C16H20N4O2
Canonical SMILES:	CN1[C@@H]2CC[C@H]1C[C@H](C2)N=C(n1c(O)nc2c1cccc2)O
Standard InCHI:	InChI=1S/C16H20N4O2/c1-19-11-6-7-12(19)9-10(8-11)17-15(21)20-14-5-3-2-4-13(14)18-16(20)22/h2-5,10-12H,6-9H2,1H3,(H,17,21)(H,18,22)/t10-,11+,12-
Standard InCHIKey:	RWXRJSRJIITQAK-ZSBIGDGJSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD2128

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	441
0.1-0.2	11131
0.2-0.3	13369
0.3-0.4	2558
0.4-0.5	1735
0.5-0.6	1384
0.6-0.7	260
0.7-0.8	12
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	0.7974	NPC42483
Intermediate Similarity	0.7815	NPC216159
Intermediate Similarity	0.7574	NPC317054
Intermediate Similarity	0.7438	NPC114209
Intermediate Similarity	0.7429	NPC476341
Intermediate Similarity	0.7423	NPC120070
Intermediate Similarity	0.7216	NPC471609
Intermediate Similarity	0.7212	NPC476219
Intermediate Similarity	0.7212	NPC476297
Intermediate Similarity	0.7103	NPC143156
Intermediate Similarity	0.7083	NPC300238
Intermediate Similarity	0.7011	NPC314557
Remote Similarity	0.6994	NPC204141
Remote Similarity	0.6993	NPC75999
Remote Similarity	0.6988	NPC469975
Remote Similarity	0.6932	NPC315715
Remote Similarity	0.6802	NPC253687
Remote Similarity	0.6802	NPC470203
Remote Similarity	0.679	NPC104483
Remote Similarity	0.6768	NPC20144
Remote Similarity	0.6766	NPC282531
Remote Similarity	0.6761	NPC105758
Remote Similarity	0.6761	NPC476688
Remote Similarity	0.6761	NPC476686
Remote Similarity	0.6753	NPC71238
Remote Similarity	0.6744	NPC470204
Remote Similarity	0.6743	NPC278874
Remote Similarity	0.6739	NPC472289
Remote Similarity	0.6724	NPC195507
Remote Similarity	0.6724	NPC2165
Remote Similarity	0.6707	NPC470111
Remote Similarity	0.6705	NPC224632
Remote Similarity	0.665	NPC54981
Remote Similarity	0.6646	NPC115611
Remote Similarity	0.6646	NPC198988
Remote Similarity	0.663	NPC16659
Remote Similarity	0.6627	NPC40070
Remote Similarity	0.661	NPC164664
Remote Similarity	0.6609	NPC225018
Remote Similarity	0.6606	NPC63157
Remote Similarity	0.6606	NPC473868
Remote Similarity	0.6605	NPC325252
Remote Similarity	0.6593	NPC477891
Remote Similarity	0.659	NPC221786
Remote Similarity	0.659	NPC475990
Remote Similarity	0.659	NPC474880
Remote Similarity	0.6585	NPC88097
Remote Similarity	0.6582	NPC116555
Remote Similarity	0.6575	NPC265710
Remote Similarity	0.6571	NPC478182
Remote Similarity	0.6552	NPC229173
Remote Similarity	0.6548	NPC478186
Remote Similarity	0.6545	NPC59084
Remote Similarity	0.6536	NPC208060
Remote Similarity	0.6528	NPC469308
Remote Similarity	0.6506	NPC88121
Remote Similarity	0.6497	NPC49217
Remote Similarity	0.6488	NPC470440
Remote Similarity	0.6477	NPC247987
Remote Similarity	0.6464	NPC280852
Remote Similarity	0.6463	NPC125746
Remote Similarity	0.646	NPC471322
Remote Similarity	0.6457	NPC122141
Remote Similarity	0.6457	NPC255229
Remote Similarity	0.6457	NPC81229
Remote Similarity	0.6448	NPC40530
Remote Similarity	0.6448	NPC314281
Remote Similarity	0.6446	NPC2949
Remote Similarity	0.6444	NPC161861
Remote Similarity	0.6432	NPC108011
Remote Similarity	0.6429	NPC240088
Remote Similarity	0.6429	NPC473380
Remote Similarity	0.642	NPC194881
Remote Similarity	0.6418	NPC282247
Remote Similarity	0.6413	NPC144114
Remote Similarity	0.6412	NPC201380
Remote Similarity	0.6412	NPC21605
Remote Similarity	0.6412	NPC179787
Remote Similarity	0.6408	NPC213774
Remote Similarity	0.6407	NPC197068
Remote Similarity	0.6405	NPC81561
Remote Similarity	0.64	NPC293487
Remote Similarity	0.6384	NPC317105
Remote Similarity	0.6384	NPC478184
Remote Similarity	0.6381	NPC69843
Remote Similarity	0.6374	NPC37548
Remote Similarity	0.6374	NPC24594
Remote Similarity	0.6374	NPC472122
Remote Similarity	0.6374	NPC321911
Remote Similarity	0.6364	NPC150259
Remote Similarity	0.6353	NPC63545
Remote Similarity	0.6351	NPC21461
Remote Similarity	0.6347	NPC238499
Remote Similarity	0.6347	NPC284635
Remote Similarity	0.6346	NPC182570
Remote Similarity	0.6346	NPC48564
Remote Similarity	0.6346	NPC265605
Remote Similarity	0.6344	NPC472294
Remote Similarity	0.6343	NPC129721
Remote Similarity	0.634	NPC148140
Remote Similarity	0.634	NPC476566
Remote Similarity	0.6339	NPC326575
Remote Similarity	0.6338	NPC158055
Remote Similarity	0.6333	NPC474897
Remote Similarity	0.6324	NPC307191
Remote Similarity	0.6319	NPC469938
Remote Similarity	0.6316	NPC469811
Remote Similarity	0.6313	NPC478183
Remote Similarity	0.6307	NPC477591
Remote Similarity	0.6304	NPC133261
Remote Similarity	0.6303	NPC218268
Remote Similarity	0.6292	NPC271797
Remote Similarity	0.6292	NPC21174
Remote Similarity	0.6287	NPC471603
Remote Similarity	0.6286	NPC107160
Remote Similarity	0.6284	NPC121903
Remote Similarity	0.6284	NPC136441
Remote Similarity	0.6279	NPC187951
Remote Similarity	0.6279	NPC288445
Remote Similarity	0.6278	NPC317430
Remote Similarity	0.627	NPC15840
Remote Similarity	0.627	NPC187827
Remote Similarity	0.627	NPC472105
Remote Similarity	0.627	NPC91179
Remote Similarity	0.6265	NPC314102
Remote Similarity	0.6265	NPC251722
Remote Similarity	0.6264	NPC472123
Remote Similarity	0.6264	NPC325903
Remote Similarity	0.6264	NPC281094
Remote Similarity	0.6262	NPC250178
Remote Similarity	0.625	NPC476950
Remote Similarity	0.625	NPC236711
Remote Similarity	0.6244	NPC267811
Remote Similarity	0.6243	NPC91895
Remote Similarity	0.6243	NPC32534
Remote Similarity	0.6243	NPC33421
Remote Similarity	0.6239	NPC39092
Remote Similarity	0.6238	NPC242923
Remote Similarity	0.6237	NPC113626
Remote Similarity	0.6236	NPC478185
Remote Similarity	0.6235	NPC242556
Remote Similarity	0.6229	NPC470507
Remote Similarity	0.6229	NPC38736
Remote Similarity	0.6222	NPC56233
Remote Similarity	0.6215	NPC135141
Remote Similarity	0.6215	NPC92796
Remote Similarity	0.6215	NPC6436
Remote Similarity	0.6203	NPC472110
Remote Similarity	0.6203	NPC472109
Remote Similarity	0.6201	NPC476118
Remote Similarity	0.6199	NPC469525
Remote Similarity	0.6199	NPC314372
Remote Similarity	0.6196	NPC22079
Remote Similarity	0.6193	NPC285469
Remote Similarity	0.619	NPC141612
Remote Similarity	0.619	NPC17273
Remote Similarity	0.619	NPC135601
Remote Similarity	0.6183	NPC24864
Remote Similarity	0.618	NPC25899
Remote Similarity	0.6178	NPC215519
Remote Similarity	0.6176	NPC190296
Remote Similarity	0.6174	NPC231655
Remote Similarity	0.617	NPC472119
Remote Similarity	0.6169	NPC84268
Remote Similarity	0.6164	NPC295452
Remote Similarity	0.6164	NPC46358
Remote Similarity	0.6164	NPC171393
Remote Similarity	0.6163	NPC143872
Remote Similarity	0.6162	NPC234987
Remote Similarity	0.6159	NPC256893
Remote Similarity	0.6154	NPC54102
Remote Similarity	0.6154	NPC162689
Remote Similarity	0.6149	NPC105818
Remote Similarity	0.6149	NPC24678
Remote Similarity	0.6149	NPC53947
Remote Similarity	0.6141	NPC189812
Remote Similarity	0.6141	NPC329688
Remote Similarity	0.6131	NPC8590
Remote Similarity	0.6129	NPC12649
Remote Similarity	0.6126	NPC230805
Remote Similarity	0.6125	NPC122718
Remote Similarity	0.6121	NPC160666
Remote Similarity	0.612	NPC226835
Remote Similarity	0.612	NPC82331
Remote Similarity	0.612	NPC158129
Remote Similarity	0.6118	NPC277157
Remote Similarity	0.6117	NPC472108
Remote Similarity	0.6117	NPC470205
Remote Similarity	0.6117	NPC139291
Remote Similarity	0.6114	NPC470233
Remote Similarity	0.6114	NPC472260
Remote Similarity	0.6111	NPC471313
Remote Similarity	0.6111	NPC471311
Remote Similarity	0.6108	NPC474958
Remote Similarity	0.6105	NPC478077
Remote Similarity	0.6102	NPC51054
Remote Similarity	0.6101	NPC41174
Remote Similarity	0.61	NPC473376
Remote Similarity	0.6095	NPC73767
Remote Similarity	0.6095	NPC110126

Drug Structure

NPD2128 OpenBabel08211701392D 24 27 0 0 1 0 0 0 0 0999 V2000 -0.4239 -1.2726 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5718 1.2547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5718 0.2962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7417 1.7340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7417 -0.1831 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1839 0.6242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7717 -0.1848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7591 -0.2271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5218 -1.2768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8877 -0.9356 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2329 0.3152 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.1839 -0.9938 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9116 1.2547 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9116 0.2962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2962 -0.9116 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5634 0.7755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2338 -1.1109 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.5509 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2329 -0.6848 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 0.3452 -1.6239 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5219 0.7755 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2828 -1.4247 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6221 -0.1778 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 13 2 0 0 0 0 5 14 2 0 0 0 0 6 7 1 0 0 0 0 8 10 1 0 0 0 0 8 11 1 0 0 0 0 9 10 1 0 0 0 0 9 12 1 0 0 0 0 10 17 1 6 0 0 0 11 6 1 6 0 0 0 11 19 1 0 0 0 0 12 7 1 6 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 15 17 2 3 0 0 0 15 20 1 0 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 16 22 1 0 0 0 0 21 23 1 0 0 0 0 22 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014171
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	300.16
ALogP	-1.8346
MLogP	2.56
XLogP	3.585
HDA	5
HBD	2
Rotatable Bonds	5
TPSA	73.88
RO5 Violation	0