NPASS drugs

Drug Information

Drug ID:	NPD2243
Drug Name:
Molecular Formula:	C16H26N2O
Canonical SMILES:	CC(N(C(C)C)CC(=[NH+]c1c(C)cccc1C)O)C
Standard InCHI:	InChI=1S/C16H26N2O/c1-11(2)18(12(3)4)10-15(19)17-16-13(5)8-7-9-14(16)6/h7-9,11-12H,10H2,1-6H3,(H,17,19)/p+1
Standard InCHIKey:	WLONBHCWIVIHHN-UHFFFAOYSA-O
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2243

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	117
0.1-0.2	1881
0.2-0.3	10302
0.3-0.4	12030
0.4-0.5	4531
0.5-0.6	1651
0.6-0.7	351
0.7-0.8	26
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	0.8119	NPC78154
Intermediate Similarity	0.7404	NPC111233
Intermediate Similarity	0.7308	NPC473031
Intermediate Similarity	0.7228	NPC307456
Intermediate Similarity	0.717	NPC470877
Intermediate Similarity	0.7154	NPC316582
Intermediate Similarity	0.712	NPC328683
Intermediate Similarity	0.712	NPC283130
Intermediate Similarity	0.7107	NPC313673
Intermediate Similarity	0.7103	NPC121872
Intermediate Similarity	0.7103	NPC141139
Intermediate Similarity	0.7103	NPC74936
Intermediate Similarity	0.7103	NPC471307
Intermediate Similarity	0.7103	NPC209764
Intermediate Similarity	0.7103	NPC159178
Intermediate Similarity	0.7103	NPC78041
Intermediate Similarity	0.7091	NPC471320
Intermediate Similarity	0.7091	NPC471319
Intermediate Similarity	0.7087	NPC15839
Intermediate Similarity	0.7083	NPC205652
Intermediate Similarity	0.7083	NPC470550
Intermediate Similarity	0.708	NPC291610
Intermediate Similarity	0.7064	NPC469330
Intermediate Similarity	0.7049	NPC313449
Intermediate Similarity	0.7031	NPC476950
Intermediate Similarity	0.7018	NPC178681
Intermediate Similarity	0.7009	NPC164802
Remote Similarity	0.6992	NPC264580
Remote Similarity	0.6981	NPC262295
Remote Similarity	0.6937	NPC25565
Remote Similarity	0.6911	NPC192209
Remote Similarity	0.6909	NPC471309
Remote Similarity	0.6899	NPC478079
Remote Similarity	0.688	NPC317564
Remote Similarity	0.6875	NPC473501
Remote Similarity	0.6875	NPC475439
Remote Similarity	0.687	NPC474430
Remote Similarity	0.686	NPC296163
Remote Similarity	0.686	NPC187036
Remote Similarity	0.6855	NPC228515
Remote Similarity	0.6847	NPC303045
Remote Similarity	0.6847	NPC161972
Remote Similarity	0.6847	NPC108339
Remote Similarity	0.6838	NPC243162
Remote Similarity	0.6818	NPC476685
Remote Similarity	0.6818	NPC476687
Remote Similarity	0.6818	NPC476689
Remote Similarity	0.6789	NPC92689
Remote Similarity	0.678	NPC37584
Remote Similarity	0.6765	NPC12857
Remote Similarity	0.6761	NPC187951
Remote Similarity	0.6759	NPC12429
Remote Similarity	0.6759	NPC30445
Remote Similarity	0.6757	NPC476483
Remote Similarity	0.6733	NPC271642
Remote Similarity	0.6729	NPC203076
Remote Similarity	0.6727	NPC226438
Remote Similarity	0.6726	NPC311242
Remote Similarity	0.6723	NPC302790
Remote Similarity	0.6693	NPC475915
Remote Similarity	0.6667	NPC14326
Remote Similarity	0.6667	NPC275467
Remote Similarity	0.6667	NPC98269
Remote Similarity	0.6667	NPC472245
Remote Similarity	0.6667	NPC471638
Remote Similarity	0.6667	NPC325662
Remote Similarity	0.6643	NPC472103
Remote Similarity	0.6636	NPC3210
Remote Similarity	0.6636	NPC316108
Remote Similarity	0.6636	NPC191444
Remote Similarity	0.6634	NPC98976
Remote Similarity	0.6613	NPC288232
Remote Similarity	0.6604	NPC119677
Remote Similarity	0.6593	NPC313352
Remote Similarity	0.6591	NPC150863
Remote Similarity	0.6585	NPC276949
Remote Similarity	0.6585	NPC35850
Remote Similarity	0.6585	NPC314141
Remote Similarity	0.6583	NPC77294
Remote Similarity	0.6577	NPC245259
Remote Similarity	0.6577	NPC470926
Remote Similarity	0.6575	NPC207726
Remote Similarity	0.6575	NPC38736
Remote Similarity	0.6571	NPC231986
Remote Similarity	0.6569	NPC122553
Remote Similarity	0.6562	NPC71684
Remote Similarity	0.656	NPC147957
Remote Similarity	0.6555	NPC327481
Remote Similarity	0.6549	NPC329430
Remote Similarity	0.6547	NPC316202
Remote Similarity	0.6545	NPC176858
Remote Similarity	0.6545	NPC173991
Remote Similarity	0.6542	NPC169016
Remote Similarity	0.6541	NPC226662
Remote Similarity	0.6532	NPC33742
Remote Similarity	0.6528	NPC37548
Remote Similarity	0.6525	NPC88267
Remote Similarity	0.6525	NPC224610
Remote Similarity	0.6525	NPC194390
Remote Similarity	0.6525	NPC113326
Remote Similarity	0.6518	NPC108800
Remote Similarity	0.651	NPC68650
Remote Similarity	0.6503	NPC254798
Remote Similarity	0.6496	NPC239854
Remote Similarity	0.6489	NPC474926
Remote Similarity	0.6471	NPC184437
Remote Similarity	0.6457	NPC220698
Remote Similarity	0.6454	NPC314287
Remote Similarity	0.6449	NPC287358
Remote Similarity	0.6443	NPC67056
Remote Similarity	0.6441	NPC202613
Remote Similarity	0.6441	NPC471317
Remote Similarity	0.6441	NPC471310
Remote Similarity	0.6441	NPC164859
Remote Similarity	0.6439	NPC252794
Remote Similarity	0.6439	NPC322433
Remote Similarity	0.6435	NPC472258
Remote Similarity	0.6434	NPC314372
Remote Similarity	0.6434	NPC264589
Remote Similarity	0.6429	NPC239357
Remote Similarity	0.6429	NPC470544
Remote Similarity	0.6424	NPC194640
Remote Similarity	0.6419	NPC84317
Remote Similarity	0.6418	NPC280807
Remote Similarity	0.6418	NPC314431
Remote Similarity	0.6417	NPC473498
Remote Similarity	0.6414	NPC124005
Remote Similarity	0.6408	NPC139658
Remote Similarity	0.6408	NPC190296
Remote Similarity	0.6406	NPC177684
Remote Similarity	0.6406	NPC291962
Remote Similarity	0.6404	NPC58674
Remote Similarity	0.64	NPC219246
Remote Similarity	0.6393	NPC470127
Remote Similarity	0.6391	NPC145754
Remote Similarity	0.6389	NPC129042
Remote Similarity	0.6378	NPC470545
Remote Similarity	0.6376	NPC104345
Remote Similarity	0.6373	NPC113000
Remote Similarity	0.6373	NPC112609
Remote Similarity	0.6373	NPC122327
Remote Similarity	0.6373	NPC299134
Remote Similarity	0.6371	NPC474584
Remote Similarity	0.637	NPC105818
Remote Similarity	0.637	NPC24678
Remote Similarity	0.6364	NPC101719
Remote Similarity	0.6364	NPC172170
Remote Similarity	0.6364	NPC116519
Remote Similarity	0.6364	NPC325013
Remote Similarity	0.6364	NPC79618
Remote Similarity	0.6364	NPC242556
Remote Similarity	0.6358	NPC16667
Remote Similarity	0.6357	NPC161956
Remote Similarity	0.6357	NPC279385
Remote Similarity	0.6357	NPC112373
Remote Similarity	0.6357	NPC179605
Remote Similarity	0.6357	NPC258531
Remote Similarity	0.6356	NPC329375
Remote Similarity	0.6351	NPC470507
Remote Similarity	0.635	NPC162417
Remote Similarity	0.635	NPC316104
Remote Similarity	0.6349	NPC101139
Remote Similarity	0.6346	NPC290638
Remote Similarity	0.6343	NPC101372
Remote Similarity	0.6341	NPC319579
Remote Similarity	0.6339	NPC172128
Remote Similarity	0.6338	NPC63157
Remote Similarity	0.6338	NPC473868
Remote Similarity	0.6333	NPC154478
Remote Similarity	0.6333	NPC143516
Remote Similarity	0.6328	NPC470546
Remote Similarity	0.6325	NPC12730
Remote Similarity	0.6324	NPC40364
Remote Similarity	0.6319	NPC472100
Remote Similarity	0.6316	NPC472587
Remote Similarity	0.6309	NPC285469
Remote Similarity	0.6308	NPC103292
Remote Similarity	0.6306	NPC262393
Remote Similarity	0.6296	NPC104070
Remote Similarity	0.6296	NPC134825
Remote Similarity	0.6296	NPC9856
Remote Similarity	0.6294	NPC311330
Remote Similarity	0.6288	NPC222466
Remote Similarity	0.6288	NPC22746
Remote Similarity	0.6286	NPC83214
Remote Similarity	0.6284	NPC469763
Remote Similarity	0.6284	NPC469760
Remote Similarity	0.6284	NPC25008
Remote Similarity	0.6284	NPC469765
Remote Similarity	0.6284	NPC469786
Remote Similarity	0.6284	NPC73952
Remote Similarity	0.6284	NPC259644
Remote Similarity	0.6281	NPC130898
Remote Similarity	0.6281	NPC474973
Remote Similarity	0.6281	NPC471447
Remote Similarity	0.6281	NPC474804
Remote Similarity	0.6281	NPC45033
Remote Similarity	0.6279	NPC226143
Remote Similarity	0.6277	NPC475450
Remote Similarity	0.6275	NPC470508

Drug Structure

NPD2243 OpenBabel08211701392D 21 21 0 0 0 0 0 0 0 0999 V2000 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 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 -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 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 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 0.8660 -0.5000 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 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 12 1 0 0 0 0 5 13 1 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 15 1 0 0 0 0 10 18 1 0 0 0 0 11 18 1 0 0 0 0 12 18 1 0 0 0 0 13 16 2 0 0 0 0 14 16 1 0 0 0 0 15 17 2 3 0 0 0 15 19 1 0 0 0 0 16 17 1 0 0 0 0 17 20 1 0 0 0 0 19 21 1 0 0 0 0 M CHG 1 17 1 M END $$$$

External Identifiers

TTD	DIB015750
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	53956
ChEBI
CAS Number

Drug Properties

Molecular Weight	263.21
ALogP	-0.4606
MLogP	2.89
XLogP	4.236
HDA	2
HBD	2
Rotatable Bonds	12
TPSA	37.44
RO5 Violation	0