NPASS drugs

Drug Information

Drug ID:	NPD2498
Drug Name:	azasetron
Molecular Formula:	C17H20ClN3O3
Canonical SMILES:	Clc1cc2N(C)C(=O)COc2c(c1)C(=NC1CN2CCC1CC2)O
Standard InCHI:	InChI=1S/C17H20ClN3O3/c1-20-14-7-11(18)6-12(16(14)24-9-15(20)22)17(23)19-13-8-21-4-2-10(13)3-5-21/h6-7,10,13H,2-5,8-9H2,1H3,(H,19,23)
Standard InCHIKey:	WUKZPHOXUVCQOR-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD2498

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	261
0.1-0.2	2082
0.2-0.3	10333
0.3-0.4	3629
0.4-0.5	11921
0.5-0.6	2543
0.6-0.7	120
0.7-0.8	1
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	0.725	NPC232872
Remote Similarity	0.6651	NPC314948
Remote Similarity	0.6574	NPC311357
Remote Similarity	0.6573	NPC478049
Remote Similarity	0.6555	NPC295287
Remote Similarity	0.6547	NPC316297
Remote Similarity	0.6547	NPC314817
Remote Similarity	0.6547	NPC66191
Remote Similarity	0.648	NPC315257
Remote Similarity	0.6438	NPC470484
Remote Similarity	0.6418	NPC238430
Remote Similarity	0.6382	NPC231862
Remote Similarity	0.6368	NPC204179
Remote Similarity	0.6364	NPC118832
Remote Similarity	0.6364	NPC473422
Remote Similarity	0.6364	NPC47059
Remote Similarity	0.6364	NPC329708
Remote Similarity	0.6364	NPC165349
Remote Similarity	0.6364	NPC264166
Remote Similarity	0.6364	NPC274291
Remote Similarity	0.6359	NPC220560
Remote Similarity	0.6335	NPC168750
Remote Similarity	0.6335	NPC472111
Remote Similarity	0.6321	NPC217294
Remote Similarity	0.6316	NPC197141
Remote Similarity	0.6311	NPC290069
Remote Similarity	0.6303	NPC262725
Remote Similarity	0.6287	NPC254700
Remote Similarity	0.6269	NPC289776
Remote Similarity	0.6269	NPC133470
Remote Similarity	0.6269	NPC191863
Remote Similarity	0.6269	NPC57105
Remote Similarity	0.6268	NPC116096
Remote Similarity	0.6262	NPC28510
Remote Similarity	0.6262	NPC470483
Remote Similarity	0.6261	NPC128115
Remote Similarity	0.6256	NPC314861
Remote Similarity	0.625	NPC49583
Remote Similarity	0.625	NPC301163
Remote Similarity	0.6244	NPC83241
Remote Similarity	0.6238	NPC98197
Remote Similarity	0.6237	NPC9373
Remote Similarity	0.6227	NPC214368
Remote Similarity	0.6219	NPC306366
Remote Similarity	0.6218	NPC260601
Remote Similarity	0.6209	NPC315934
Remote Similarity	0.6209	NPC477392
Remote Similarity	0.6204	NPC470485
Remote Similarity	0.6202	NPC283152
Remote Similarity	0.6195	NPC471532
Remote Similarity	0.6195	NPC326333
Remote Similarity	0.619	NPC274268
Remote Similarity	0.6186	NPC473874
Remote Similarity	0.6184	NPC95412
Remote Similarity	0.6179	NPC477391
Remote Similarity	0.6175	NPC322424
Remote Similarity	0.6147	NPC475702
Remote Similarity	0.6146	NPC212850
Remote Similarity	0.6146	NPC189724
Remote Similarity	0.6146	NPC83289
Remote Similarity	0.6146	NPC314113
Remote Similarity	0.614	NPC471663
Remote Similarity	0.614	NPC326027
Remote Similarity	0.6133	NPC330683
Remote Similarity	0.6133	NPC329567
Remote Similarity	0.6126	NPC476475
Remote Similarity	0.6124	NPC127082
Remote Similarity	0.6122	NPC245974
Remote Similarity	0.6117	NPC151030
Remote Similarity	0.6117	NPC269383
Remote Similarity	0.6116	NPC471614
Remote Similarity	0.6114	NPC476462
Remote Similarity	0.6114	NPC270301
Remote Similarity	0.6111	NPC65277
Remote Similarity	0.6106	NPC469589
Remote Similarity	0.6103	NPC315542
Remote Similarity	0.6103	NPC247298
Remote Similarity	0.6103	NPC313886
Remote Similarity	0.6093	NPC110741
Remote Similarity	0.6089	NPC194699
Remote Similarity	0.6089	NPC219350
Remote Similarity	0.6087	NPC471531
Remote Similarity	0.6087	NPC471648
Remote Similarity	0.6068	NPC208280
Remote Similarity	0.6065	NPC174629
Remote Similarity	0.6058	NPC49315
Remote Similarity	0.6056	NPC469829
Remote Similarity	0.6055	NPC328763
Remote Similarity	0.605	NPC471132
Remote Similarity	0.6047	NPC21425
Remote Similarity	0.6042	NPC323198
Remote Similarity	0.6041	NPC254798
Remote Similarity	0.6039	NPC196091
Remote Similarity	0.6036	NPC138830
Remote Similarity	0.6036	NPC127178
Remote Similarity	0.6034	NPC186351
Remote Similarity	0.6033	NPC184680
Remote Similarity	0.6032	NPC274732
Remote Similarity	0.6028	NPC42591
Remote Similarity	0.6027	NPC473460
Remote Similarity	0.6019	NPC472115
Remote Similarity	0.6019	NPC472114
Remote Similarity	0.6019	NPC473502
Remote Similarity	0.6009	NPC470586
Remote Similarity	0.6009	NPC471785
Remote Similarity	0.6009	NPC473004
Remote Similarity	0.6009	NPC204970
Remote Similarity	0.6009	NPC314659
Remote Similarity	0.6008	NPC474183
Remote Similarity	0.6008	NPC470785
Remote Similarity	0.6008	NPC470784
Remote Similarity	0.6	NPC316181
Remote Similarity	0.6	NPC151781
Remote Similarity	0.6	NPC473371
Remote Similarity	0.6	NPC473432
Remote Similarity	0.6	NPC74562
Remote Similarity	0.6	NPC292143
Remote Similarity	0.6	NPC469592
Remote Similarity	0.6	NPC288943
Remote Similarity	0.6	NPC139506
Remote Similarity	0.6	NPC471080
Remote Similarity	0.5991	NPC45112
Remote Similarity	0.5991	NPC134413
Remote Similarity	0.5991	NPC271958
Remote Similarity	0.5991	NPC263507
Remote Similarity	0.599	NPC33507
Remote Similarity	0.5983	NPC469442
Remote Similarity	0.5983	NPC277306
Remote Similarity	0.5982	NPC471825
Remote Similarity	0.5982	NPC78284
Remote Similarity	0.5982	NPC289786
Remote Similarity	0.598	NPC320064
Remote Similarity	0.5979	NPC313466
Remote Similarity	0.5973	NPC161804
Remote Similarity	0.5973	NPC472191
Remote Similarity	0.5973	NPC316282
Remote Similarity	0.597	NPC123011
Remote Similarity	0.597	NPC256689
Remote Similarity	0.5969	NPC29650
Remote Similarity	0.5967	NPC314702
Remote Similarity	0.5966	NPC314270
Remote Similarity	0.5964	NPC67904
Remote Similarity	0.5962	NPC197335
Remote Similarity	0.5962	NPC118776
Remote Similarity	0.5958	NPC300114
Remote Similarity	0.5952	NPC279871
Remote Similarity	0.5951	NPC85651
Remote Similarity	0.5951	NPC228206
Remote Similarity	0.5949	NPC473449
Remote Similarity	0.5948	NPC234772
Remote Similarity	0.5947	NPC471953
Remote Similarity	0.5946	NPC323662
Remote Similarity	0.5943	NPC475421
Remote Similarity	0.594	NPC17565
Remote Similarity	0.594	NPC315804
Remote Similarity	0.594	NPC37957
Remote Similarity	0.594	NPC219397
Remote Similarity	0.594	NPC313804
Remote Similarity	0.5939	NPC476651
Remote Similarity	0.5938	NPC138365
Remote Similarity	0.5935	NPC86678
Remote Similarity	0.5932	NPC250960
Remote Similarity	0.5932	NPC71539
Remote Similarity	0.5931	NPC25539
Remote Similarity	0.5926	NPC33902
Remote Similarity	0.5926	NPC276674
Remote Similarity	0.5924	NPC266994
Remote Similarity	0.5922	NPC472923
Remote Similarity	0.5922	NPC118511
Remote Similarity	0.5921	NPC287208
Remote Similarity	0.5918	NPC477590
Remote Similarity	0.5918	NPC477586
Remote Similarity	0.5918	NPC477585
Remote Similarity	0.5918	NPC477588
Remote Similarity	0.5915	NPC166169
Remote Similarity	0.5909	NPC203972
Remote Similarity	0.5907	NPC320394
Remote Similarity	0.5901	NPC272706
Remote Similarity	0.5899	NPC66083
Remote Similarity	0.5897	NPC469594
Remote Similarity	0.5896	NPC315631
Remote Similarity	0.5895	NPC471561
Remote Similarity	0.5893	NPC249040
Remote Similarity	0.589	NPC92803
Remote Similarity	0.589	NPC473407
Remote Similarity	0.589	NPC473378
Remote Similarity	0.589	NPC469390
Remote Similarity	0.5888	NPC219963
Remote Similarity	0.5887	NPC472098
Remote Similarity	0.5887	NPC264176
Remote Similarity	0.5887	NPC472434
Remote Similarity	0.5885	NPC469440
Remote Similarity	0.5882	NPC250476
Remote Similarity	0.5882	NPC198401
Remote Similarity	0.588	NPC152768
Remote Similarity	0.588	NPC473007
Remote Similarity	0.588	NPC148183
Remote Similarity	0.5875	NPC74216
Remote Similarity	0.5874	NPC59779
Remote Similarity	0.5874	NPC124542

Drug Structure

NPD2498 OpenBabel08211702172D 25 28 0 0 1 0 0 0 0 0999 V2000 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2600 2.1131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2600 2.1131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2600 2.1131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2600 2.1131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2600 0.3811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7600 1.2471 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2600 0.3811 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.2400 1.2471 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 4 1 0 0 0 0 2 10 1 0 0 0 0 3 5 1 0 0 0 0 3 10 1 0 0 0 0 4 21 1 0 0 0 0 5 21 1 0 0 0 0 6 11 2 0 0 0 0 6 12 1 0 0 0 0 7 11 1 0 0 0 0 7 14 2 0 0 0 0 8 13 1 0 0 0 0 8 21 1 0 0 0 0 9 15 1 0 0 0 0 9 24 1 0 0 0 0 10 13 1 0 0 0 0 11 18 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 19 1 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 20 1 0 0 0 0 15 22 2 0 0 0 0 16 24 1 0 0 0 0 17 19 2 3 0 0 0 17 23 1 0 0 0 0 23 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001519
DrugBank
ChEMBL
IUPHAR/BPS	2285
PharmaGKB
KEGG Drug
PubChem CID	2264
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.12
ALogP	-1.2223
MLogP	2.56
XLogP	1.227
HDA	5
HBD	1
Rotatable Bonds	5
TPSA	65.37
RO5 Violation	0