NPASS drugs

Drug Information

Drug ID:	NPD2622
Drug Name:
Molecular Formula:	C17H24N2O
Canonical SMILES:	OC(=Nc1c(C)cccc1C)CC12CCCN2CCC1
Standard InCHI:	InChI=1S/C17H24N2O/c1-13-6-3-7-14(2)16(13)18-15(20)12-17-8-4-10-19(17)11-5-9-17/h3,6-7H,4-5,8-12H2,1-2H3,(H,18,20)
Standard InCHIKey:	BCQTVJKBTWGHCX-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2622

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	130
0.1-0.2	1091
0.2-0.3	8636
0.3-0.4	13223
0.4-0.5	5311
0.5-0.6	2056
0.6-0.7	417
0.7-0.8	26
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	0.7556	NPC243162
Intermediate Similarity	0.7523	NPC78154
Intermediate Similarity	0.7431	NPC470877
Intermediate Similarity	0.7414	NPC178681
Intermediate Similarity	0.7405	NPC226662
Intermediate Similarity	0.7364	NPC141139
Intermediate Similarity	0.7364	NPC121872
Intermediate Similarity	0.7364	NPC78041
Intermediate Similarity	0.7364	NPC209764
Intermediate Similarity	0.7364	NPC471307
Intermediate Similarity	0.7364	NPC74936
Intermediate Similarity	0.7364	NPC159178
Intermediate Similarity	0.7344	NPC328683
Intermediate Similarity	0.7344	NPC283130
Intermediate Similarity	0.725	NPC164802
Intermediate Similarity	0.7222	NPC264580
Intermediate Similarity	0.7177	NPC470550
Intermediate Similarity	0.7168	NPC471309
Intermediate Similarity	0.7121	NPC478079
Intermediate Similarity	0.7121	NPC476950
Intermediate Similarity	0.7113	NPC472100
Intermediate Similarity	0.7092	NPC472103
Intermediate Similarity	0.7063	NPC147957
Intermediate Similarity	0.7059	NPC184437
Intermediate Similarity	0.704	NPC205652
Intermediate Similarity	0.7018	NPC476483
Remote Similarity	0.6993	NPC264589
Remote Similarity	0.6912	NPC476687
Remote Similarity	0.6912	NPC476685
Remote Similarity	0.6912	NPC476689
Remote Similarity	0.6903	NPC316108
Remote Similarity	0.6897	NPC25565
Remote Similarity	0.6885	NPC37584
Remote Similarity	0.6881	NPC15839
Remote Similarity	0.6875	NPC192209
Remote Similarity	0.6838	NPC473501
Remote Similarity	0.6838	NPC475439
Remote Similarity	0.6825	NPC187036
Remote Similarity	0.6825	NPC296163
Remote Similarity	0.6821	NPC68650
Remote Similarity	0.681	NPC161972
Remote Similarity	0.681	NPC303045
Remote Similarity	0.6803	NPC474973
Remote Similarity	0.6803	NPC474804
Remote Similarity	0.6803	NPC130898
Remote Similarity	0.6797	NPC313673
Remote Similarity	0.6786	NPC473031
Remote Similarity	0.6786	NPC471638
Remote Similarity	0.6786	NPC122553
Remote Similarity	0.6726	NPC12429
Remote Similarity	0.6721	NPC143516
Remote Similarity	0.6716	NPC325013
Remote Similarity	0.6697	NPC307456
Remote Similarity	0.6696	NPC226438
Remote Similarity	0.6695	NPC311242
Remote Similarity	0.6694	NPC202613
Remote Similarity	0.6694	NPC471317
Remote Similarity	0.6694	NPC471310
Remote Similarity	0.6692	NPC228515
Remote Similarity	0.669	NPC116519
Remote Similarity	0.6689	NPC211525
Remote Similarity	0.6689	NPC475763
Remote Similarity	0.6689	NPC153694
Remote Similarity	0.6667	NPC58674
Remote Similarity	0.6667	NPC207726
Remote Similarity	0.6667	NPC476231
Remote Similarity	0.6645	NPC310403
Remote Similarity	0.6645	NPC97380
Remote Similarity	0.6645	NPC148468
Remote Similarity	0.6645	NPC263709
Remote Similarity	0.6645	NPC243673
Remote Similarity	0.6645	NPC63210
Remote Similarity	0.6642	NPC314431
Remote Similarity	0.6639	NPC224610
Remote Similarity	0.6639	NPC88267
Remote Similarity	0.6639	NPC194390
Remote Similarity	0.6639	NPC113326
Remote Similarity	0.6623	NPC477157
Remote Similarity	0.6623	NPC477156
Remote Similarity	0.6615	NPC313449
Remote Similarity	0.6612	NPC291610
Remote Similarity	0.6609	NPC172128
Remote Similarity	0.66	NPC25008
Remote Similarity	0.66	NPC259644
Remote Similarity	0.66	NPC469763
Remote Similarity	0.66	NPC469765
Remote Similarity	0.66	NPC469760
Remote Similarity	0.66	NPC469786
Remote Similarity	0.66	NPC73952
Remote Similarity	0.6599	NPC254798
Remote Similarity	0.6591	NPC476990
Remote Similarity	0.6589	NPC288232
Remote Similarity	0.6579	NPC111233
Remote Similarity	0.6579	NPC129721
Remote Similarity	0.6573	NPC315051
Remote Similarity	0.6562	NPC276949
Remote Similarity	0.6562	NPC35850
Remote Similarity	0.6556	NPC70922
Remote Similarity	0.6556	NPC211572
Remote Similarity	0.6556	NPC80597
Remote Similarity	0.6556	NPC212376
Remote Similarity	0.6556	NPC75540
Remote Similarity	0.6555	NPC472258
Remote Similarity	0.6552	NPC245259
Remote Similarity	0.6545	NPC231986
Remote Similarity	0.6541	NPC202521
Remote Similarity	0.6536	NPC67056
Remote Similarity	0.6519	NPC355
Remote Similarity	0.6519	NPC317758
Remote Similarity	0.6516	NPC476118
Remote Similarity	0.6516	NPC194640
Remote Similarity	0.6512	NPC33742
Remote Similarity	0.651	NPC187951
Remote Similarity	0.6507	NPC311330
Remote Similarity	0.65	NPC287401
Remote Similarity	0.6496	NPC145754
Remote Similarity	0.6493	NPC252878
Remote Similarity	0.6486	NPC212799
Remote Similarity	0.6479	NPC267508
Remote Similarity	0.6479	NPC471123
Remote Similarity	0.6475	NPC130309
Remote Similarity	0.6474	NPC470069
Remote Similarity	0.6474	NPC52059
Remote Similarity	0.6471	NPC469428
Remote Similarity	0.6471	NPC104345
Remote Similarity	0.6471	NPC474926
Remote Similarity	0.6466	NPC317564
Remote Similarity	0.6466	NPC200964
Remote Similarity	0.6466	NPC316582
Remote Similarity	0.6452	NPC16667
Remote Similarity	0.6452	NPC472121
Remote Similarity	0.6447	NPC161827
Remote Similarity	0.6444	NPC6975
Remote Similarity	0.6444	NPC46427
Remote Similarity	0.6429	NPC207428
Remote Similarity	0.6429	NPC471122
Remote Similarity	0.6429	NPC473676
Remote Similarity	0.6419	NPC314372
Remote Similarity	0.6414	NPC316202
Remote Similarity	0.6414	NPC186284
Remote Similarity	0.6414	NPC104483
Remote Similarity	0.6414	NPC22082
Remote Similarity	0.6412	NPC470544
Remote Similarity	0.6412	NPC14672
Remote Similarity	0.6412	NPC285926
Remote Similarity	0.6412	NPC315276
Remote Similarity	0.6405	NPC285469
Remote Similarity	0.6405	NPC469785
Remote Similarity	0.6403	NPC9856
Remote Similarity	0.6403	NPC200589
Remote Similarity	0.64	NPC318086
Remote Similarity	0.6389	NPC271642
Remote Similarity	0.6387	NPC472102
Remote Similarity	0.6387	NPC309531
Remote Similarity	0.6387	NPC477158
Remote Similarity	0.6378	NPC470127
Remote Similarity	0.6369	NPC470508
Remote Similarity	0.6364	NPC470545
Remote Similarity	0.6364	NPC469762
Remote Similarity	0.6364	NPC476566
Remote Similarity	0.6358	NPC64436
Remote Similarity	0.6358	NPC206592
Remote Similarity	0.6358	NPC154602
Remote Similarity	0.6357	NPC316746
Remote Similarity	0.6351	NPC470824
Remote Similarity	0.6346	NPC472117
Remote Similarity	0.6346	NPC472101
Remote Similarity	0.6346	NPC472120
Remote Similarity	0.6345	NPC130251
Remote Similarity	0.634	NPC38736
Remote Similarity	0.6338	NPC313352
Remote Similarity	0.6338	NPC141050
Remote Similarity	0.6336	NPC101139
Remote Similarity	0.6335	NPC329688
Remote Similarity	0.6335	NPC189812
Remote Similarity	0.6333	NPC471319
Remote Similarity	0.6333	NPC471320
Remote Similarity	0.6331	NPC150863
Remote Similarity	0.6331	NPC101372
Remote Similarity	0.6331	NPC197680
Remote Similarity	0.6331	NPC471313
Remote Similarity	0.6331	NPC471311
Remote Similarity	0.6331	NPC259098
Remote Similarity	0.6327	NPC314287
Remote Similarity	0.6323	NPC36495
Remote Similarity	0.6316	NPC470546
Remote Similarity	0.6316	NPC285381
Remote Similarity	0.6309	NPC469735
Remote Similarity	0.6309	NPC324445
Remote Similarity	0.6306	NPC311276
Remote Similarity	0.6303	NPC469330
Remote Similarity	0.6301	NPC301760
Remote Similarity	0.6301	NPC471574
Remote Similarity	0.6296	NPC98976
Remote Similarity	0.6296	NPC475915
Remote Similarity	0.6291	NPC37548
Remote Similarity	0.6289	NPC469462
Remote Similarity	0.6288	NPC239357
Remote Similarity	0.6284	NPC190296
Remote Similarity	0.6282	NPC201424

Drug Structure

NPD2622 OpenBabel08211702172D 21 23 0 0 1 0 0 0 0 0999 V2000 -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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4470 3.3243 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3981 0.3972 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1408 2.5153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4470 0.7063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3981 3.0153 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9858 1.2063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5041 1.3972 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 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 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4470 1.7063 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3981 2.0153 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5762 0.2921 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 14 1 0 0 0 0 3 6 2 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 4 10 1 0 0 0 0 5 9 1 0 0 0 0 5 11 1 0 0 0 0 6 13 1 0 0 0 0 7 14 2 0 0 0 0 8 17 1 0 0 0 0 9 17 1 0 0 0 0 10 19 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 17 1 0 0 0 0 13 16 2 0 0 0 0 14 16 1 0 0 0 0 15 18 2 3 0 0 0 15 20 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 20 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003538
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	272.19
ALogP	0.9239
MLogP	3
XLogP	3.79
HDA	3
HBD	1
Rotatable Bonds	6
TPSA	35.83
RO5 Violation	0