NPASS drugs

Drug Information

Drug ID:	NPD4803
Drug Name:	sameridine
Molecular Formula:	C21H34N2O
Canonical SMILES:	CCCCCCN1CCC(CC1)(c1ccccc1)C(=O)N(CC)C
Standard InCHI:	InChI=1S/C21H34N2O/c1-4-6-7-11-16-23-17-14-21(15-18-23,20(24)22(3)5-2)19-12-9-8-10-13-19/h8-10,12-13H,4-7,11,14-18H2,1-3H3
Standard InCHIKey:	TYWUGCGYWNSRPS-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4803

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	100
0.1-0.2	906
0.2-0.3	3638
0.3-0.4	13878
0.4-0.5	10279
0.5-0.6	1660
0.6-0.7	397
0.7-0.8	31
0.8-0.85	1
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	0.8365	NPC473418
Intermediate Similarity	0.7946	NPC473573
Intermediate Similarity	0.7921	NPC71140
Intermediate Similarity	0.789	NPC158854
Intermediate Similarity	0.7857	NPC305602
Intermediate Similarity	0.7857	NPC17497
Intermediate Similarity	0.7843	NPC256452
Intermediate Similarity	0.7778	NPC45033
Intermediate Similarity	0.7685	NPC167336
Intermediate Similarity	0.7583	NPC79698
Intermediate Similarity	0.7544	NPC33742
Intermediate Similarity	0.7476	NPC473661
Intermediate Similarity	0.7458	NPC27833
Intermediate Similarity	0.7456	NPC276949
Intermediate Similarity	0.7456	NPC35850
Intermediate Similarity	0.7387	NPC55529
Intermediate Similarity	0.736	NPC473962
Intermediate Similarity	0.728	NPC126458
Intermediate Similarity	0.7273	NPC474088
Intermediate Similarity	0.7241	NPC246904
Intermediate Similarity	0.7209	NPC316906
Intermediate Similarity	0.7196	NPC472258
Intermediate Similarity	0.7167	NPC302169
Intermediate Similarity	0.7143	NPC473498
Intermediate Similarity	0.7143	NPC220698
Intermediate Similarity	0.713	NPC322598
Intermediate Similarity	0.71	NPC104070
Intermediate Similarity	0.7071	NPC231986
Intermediate Similarity	0.7059	NPC470545
Intermediate Similarity	0.7048	NPC470926
Intermediate Similarity	0.7025	NPC200964
Intermediate Similarity	0.7	NPC470546
Remote Similarity	0.6975	NPC470544
Remote Similarity	0.6975	NPC315276
Remote Similarity	0.6975	NPC285926
Remote Similarity	0.6975	NPC14672
Remote Similarity	0.6964	NPC275467
Remote Similarity	0.6935	NPC222466
Remote Similarity	0.6916	NPC474974
Remote Similarity	0.688	NPC101719
Remote Similarity	0.687	NPC471123
Remote Similarity	0.6837	NPC9796
Remote Similarity	0.6832	NPC230068
Remote Similarity	0.6829	NPC71684
Remote Similarity	0.6825	NPC136453
Remote Similarity	0.6786	NPC329375
Remote Similarity	0.6774	NPC213126
Remote Similarity	0.6774	NPC84281
Remote Similarity	0.6774	NPC317474
Remote Similarity	0.6774	NPC169485
Remote Similarity	0.6774	NPC291027
Remote Similarity	0.6772	NPC105114
Remote Similarity	0.6772	NPC89923
Remote Similarity	0.6772	NPC71933
Remote Similarity	0.6772	NPC239990
Remote Similarity	0.6772	NPC152850
Remote Similarity	0.6771	NPC285679
Remote Similarity	0.6768	NPC103488
Remote Similarity	0.6767	NPC469560
Remote Similarity	0.6759	NPC246757
Remote Similarity	0.6759	NPC291070
Remote Similarity	0.6754	NPC476198
Remote Similarity	0.6735	NPC271642
Remote Similarity	0.6726	NPC471317
Remote Similarity	0.6719	NPC111428
Remote Similarity	0.6719	NPC473322
Remote Similarity	0.67	NPC272260
Remote Similarity	0.6698	NPC298115
Remote Similarity	0.6696	NPC471447
Remote Similarity	0.6696	NPC474582
Remote Similarity	0.6694	NPC239357
Remote Similarity	0.6692	NPC257390
Remote Similarity	0.6667	NPC59677
Remote Similarity	0.6667	NPC74458
Remote Similarity	0.6667	NPC200589
Remote Similarity	0.6667	NPC298023
Remote Similarity	0.6641	NPC313663
Remote Similarity	0.6634	NPC285716
Remote Similarity	0.6634	NPC17408
Remote Similarity	0.6634	NPC157055
Remote Similarity	0.6633	NPC98976
Remote Similarity	0.6615	NPC255447
Remote Similarity	0.6615	NPC157311
Remote Similarity	0.6609	NPC474695
Remote Similarity	0.6609	NPC143516
Remote Similarity	0.6593	NPC150712
Remote Similarity	0.6593	NPC315051
Remote Similarity	0.6589	NPC469666
Remote Similarity	0.6587	NPC6975
Remote Similarity	0.6587	NPC175726
Remote Similarity	0.6587	NPC474082
Remote Similarity	0.6574	NPC125226
Remote Similarity	0.6574	NPC284475
Remote Similarity	0.6571	NPC258046
Remote Similarity	0.6566	NPC139658
Remote Similarity	0.6565	NPC8761
Remote Similarity	0.6565	NPC44805
Remote Similarity	0.6562	NPC119326
Remote Similarity	0.6552	NPC274089
Remote Similarity	0.6552	NPC474973
Remote Similarity	0.6552	NPC130898
Remote Similarity	0.6552	NPC191215
Remote Similarity	0.6552	NPC474804
Remote Similarity	0.6545	NPC329430
Remote Similarity	0.6544	NPC161069
Remote Similarity	0.6541	NPC151706
Remote Similarity	0.6541	NPC118099
Remote Similarity	0.6541	NPC273907
Remote Similarity	0.6541	NPC49577
Remote Similarity	0.6541	NPC475598
Remote Similarity	0.6541	NPC293377
Remote Similarity	0.6541	NPC79465
Remote Similarity	0.6541	NPC474787
Remote Similarity	0.6541	NPC260045
Remote Similarity	0.6541	NPC76785
Remote Similarity	0.6541	NPC9687
Remote Similarity	0.6541	NPC475318
Remote Similarity	0.6541	NPC474811
Remote Similarity	0.6541	NPC90194
Remote Similarity	0.6541	NPC474855
Remote Similarity	0.6541	NPC476102
Remote Similarity	0.6538	NPC179224
Remote Similarity	0.6535	NPC151405
Remote Similarity	0.6535	NPC139901
Remote Similarity	0.6535	NPC285394
Remote Similarity	0.6532	NPC226143
Remote Similarity	0.6531	NPC208075
Remote Similarity	0.6514	NPC1682
Remote Similarity	0.6514	NPC188844
Remote Similarity	0.6514	NPC323420
Remote Similarity	0.6509	NPC69057
Remote Similarity	0.6509	NPC53492
Remote Similarity	0.6491	NPC239854
Remote Similarity	0.6486	NPC185208
Remote Similarity	0.6486	NPC219573
Remote Similarity	0.6481	NPC58872
Remote Similarity	0.648	NPC258531
Remote Similarity	0.648	NPC161956
Remote Similarity	0.648	NPC112373
Remote Similarity	0.6479	NPC66936
Remote Similarity	0.6471	NPC475573
Remote Similarity	0.6471	NPC95868
Remote Similarity	0.6471	NPC477703
Remote Similarity	0.6471	NPC475289
Remote Similarity	0.6471	NPC190567
Remote Similarity	0.6466	NPC67043
Remote Similarity	0.6462	NPC213969
Remote Similarity	0.6462	NPC165726
Remote Similarity	0.646	NPC12730
Remote Similarity	0.6455	NPC322040
Remote Similarity	0.6441	NPC473676
Remote Similarity	0.6436	NPC76455
Remote Similarity	0.6436	NPC285470
Remote Similarity	0.6436	NPC137847
Remote Similarity	0.6436	NPC36342
Remote Similarity	0.6436	NPC2785
Remote Similarity	0.6435	NPC202613
Remote Similarity	0.6429	NPC239185
Remote Similarity	0.6429	NPC202521
Remote Similarity	0.6429	NPC314192
Remote Similarity	0.6429	NPC271437
Remote Similarity	0.6415	NPC203076
Remote Similarity	0.6412	NPC69496
Remote Similarity	0.6408	NPC273033
Remote Similarity	0.6408	NPC145053
Remote Similarity	0.6408	NPC12936
Remote Similarity	0.6406	NPC22746
Remote Similarity	0.64	NPC291962
Remote Similarity	0.64	NPC177684
Remote Similarity	0.6393	NPC113099
Remote Similarity	0.6381	NPC133162
Remote Similarity	0.6381	NPC169016
Remote Similarity	0.6373	NPC300205
Remote Similarity	0.6372	NPC134882
Remote Similarity	0.6372	NPC75724
Remote Similarity	0.637	NPC113946
Remote Similarity	0.6364	NPC155232
Remote Similarity	0.6364	NPC120251
Remote Similarity	0.6364	NPC474584
Remote Similarity	0.6364	NPC153885
Remote Similarity	0.6357	NPC474847
Remote Similarity	0.6357	NPC138775
Remote Similarity	0.6355	NPC60408
Remote Similarity	0.6355	NPC473031
Remote Similarity	0.6349	NPC476990
Remote Similarity	0.6343	NPC248283
Remote Similarity	0.6343	NPC266425
Remote Similarity	0.6339	NPC471320
Remote Similarity	0.6339	NPC471319
Remote Similarity	0.6337	NPC329318
Remote Similarity	0.6337	NPC245966
Remote Similarity	0.6333	NPC319579
Remote Similarity	0.6331	NPC5620
Remote Similarity	0.633	NPC159178
Remote Similarity	0.633	NPC141139
Remote Similarity	0.633	NPC78041
Remote Similarity	0.633	NPC471307
Remote Similarity	0.633	NPC209764
Remote Similarity	0.633	NPC121872
Remote Similarity	0.633	NPC74936

Drug Structure

NPD4803 OpenBabel08211705272D 24 25 0 0 0 0 0 0 0 0999 V2000 -3.3309 2.8846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6654 -4.2924 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7039 -2.6270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4982 3.3654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1462 -3.4597 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6654 2.8846 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6654 1.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5116 -0.9615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0308 -0.1288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0308 -1.7943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8327 1.4423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0693 -0.1288 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0693 -1.7943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6654 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8327 -1.4423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8327 0.4808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8327 0.4808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5885 -0.9615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1462 -1.7943 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6654 -0.9615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6654 -2.6270 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 3.1077 -1.7943 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 22 1 0 0 0 0 4 6 1 0 0 0 0 5 22 1 0 0 0 0 6 7 1 0 0 0 0 7 11 1 0 0 0 0 8 9 2 0 0 0 0 8 10 1 0 0 0 0 9 12 1 0 0 0 0 10 13 2 0 0 0 0 11 16 1 0 0 0 0 12 19 2 0 0 0 0 13 19 1 0 0 0 0 14 17 1 0 0 0 0 14 21 1 0 0 0 0 15 18 1 0 0 0 0 15 21 1 0 0 0 0 16 23 1 0 0 0 0 17 23 1 0 0 0 0 18 23 1 0 0 0 0 19 21 1 0 0 0 0 20 21 1 0 0 0 0 20 22 1 0 0 0 0 20 24 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016543
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	330.27
ALogP	-1.0911
MLogP	3.44
XLogP	5.93
HDA	3
HBD	0
Rotatable Bonds	12
TPSA	23.55
RO5 Violation	1