NPASS drugs

Drug Information

Drug ID:	NPD2146
Drug Name:
Molecular Formula:	C16H21N3O3
Canonical SMILES:	CCCn1c(=O)c(CCCOC(=NC)O)nc2c1cccc2
Standard InCHI:	InChI=1S/C16H21N3O3/c1-3-10-19-14-9-5-4-7-12(14)18-13(15(19)20)8-6-11-22-16(21)17-2/h4-5,7,9H,3,6,8,10-11H2,1-2H3,(H,17,21)
Standard InCHIKey:	HNQSZPBGDAJIJO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2146

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	91
0.1-0.2	1583
0.2-0.3	10860
0.3-0.4	13087
0.4-0.5	3454
0.5-0.6	1651
0.6-0.7	164
0.7-0.8	0
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
Remote Similarity	0.6806	NPC53044
Remote Similarity	0.673	NPC68650
Remote Similarity	0.6709	NPC104345
Remote Similarity	0.6646	NPC172937
Remote Similarity	0.6646	NPC94167
Remote Similarity	0.6641	NPC20322
Remote Similarity	0.6624	NPC471132
Remote Similarity	0.6577	NPC287358
Remote Similarity	0.6569	NPC285926
Remote Similarity	0.6569	NPC14672
Remote Similarity	0.6569	NPC315276
Remote Similarity	0.6544	NPC33742
Remote Similarity	0.6522	NPC27904
Remote Similarity	0.6503	NPC474926
Remote Similarity	0.6484	NPC75496
Remote Similarity	0.6479	NPC474082
Remote Similarity	0.6479	NPC175726
Remote Similarity	0.6471	NPC296163
Remote Similarity	0.6471	NPC308197
Remote Similarity	0.6467	NPC122553
Remote Similarity	0.6438	NPC314431
Remote Similarity	0.6438	NPC84317
Remote Similarity	0.6434	NPC326792
Remote Similarity	0.6412	NPC91179
Remote Similarity	0.641	NPC254798
Remote Similarity	0.6403	NPC192209
Remote Similarity	0.6376	NPC184437
Remote Similarity	0.6364	NPC6975
Remote Similarity	0.6364	NPC300631
Remote Similarity	0.6358	NPC154478
Remote Similarity	0.6357	NPC228515
Remote Similarity	0.6357	NPC220698
Remote Similarity	0.6349	NPC476483
Remote Similarity	0.6345	NPC250476
Remote Similarity	0.6333	NPC300299
Remote Similarity	0.6333	NPC15839
Remote Similarity	0.6303	NPC307456
Remote Similarity	0.6301	NPC476950
Remote Similarity	0.6294	NPC28848
Remote Similarity	0.6294	NPC14325
Remote Similarity	0.6291	NPC325599
Remote Similarity	0.6286	NPC31651
Remote Similarity	0.6286	NPC470545
Remote Similarity	0.628	NPC472117
Remote Similarity	0.6268	NPC200964
Remote Similarity	0.6266	NPC242000
Remote Similarity	0.6259	NPC150863
Remote Similarity	0.625	NPC477163
Remote Similarity	0.625	NPC117032
Remote Similarity	0.6242	NPC207428
Remote Similarity	0.6242	NPC325479
Remote Similarity	0.6242	NPC324445
Remote Similarity	0.6241	NPC470546
Remote Similarity	0.6234	NPC22082
Remote Similarity	0.6234	NPC470301
Remote Similarity	0.6234	NPC186284
Remote Similarity	0.6224	NPC202521
Remote Similarity	0.622	NPC474058
Remote Similarity	0.622	NPC143457
Remote Similarity	0.6214	NPC470544
Remote Similarity	0.6214	NPC239357
Remote Similarity	0.6212	NPC474430
Remote Similarity	0.6209	NPC163392
Remote Similarity	0.6209	NPC239762
Remote Similarity	0.6207	NPC470003
Remote Similarity	0.6205	NPC471130
Remote Similarity	0.6199	NPC14849
Remote Similarity	0.6197	NPC177684
Remote Similarity	0.6197	NPC291962
Remote Similarity	0.6196	NPC113946
Remote Similarity	0.619	NPC469949
Remote Similarity	0.6182	NPC472120
Remote Similarity	0.6182	NPC472101
Remote Similarity	0.6182	NPC88970
Remote Similarity	0.6174	NPC231382
Remote Similarity	0.6171	NPC307396
Remote Similarity	0.617	NPC313449
Remote Similarity	0.6169	NPC315051
Remote Similarity	0.6165	NPC275467
Remote Similarity	0.6163	NPC182057
Remote Similarity	0.6163	NPC131450
Remote Similarity	0.6163	NPC147298
Remote Similarity	0.6154	NPC161956
Remote Similarity	0.6154	NPC476990
Remote Similarity	0.6154	NPC355
Remote Similarity	0.6154	NPC258531
Remote Similarity	0.6154	NPC316582
Remote Similarity	0.6154	NPC112373
Remote Similarity	0.6149	NPC111428
Remote Similarity	0.6139	NPC478039
Remote Similarity	0.6127	NPC15840
Remote Similarity	0.6127	NPC11149
Remote Similarity	0.6121	NPC472102
Remote Similarity	0.6121	NPC309531
Remote Similarity	0.6119	NPC313362
Remote Similarity	0.6115	NPC35850
Remote Similarity	0.6115	NPC276949
Remote Similarity	0.6115	NPC187036
Remote Similarity	0.6114	NPC228835
Remote Similarity	0.6111	NPC71684
Remote Similarity	0.6108	NPC472106
Remote Similarity	0.6107	NPC472245
Remote Similarity	0.6107	NPC280807
Remote Similarity	0.6105	NPC234987
Remote Similarity	0.6104	NPC83214
Remote Similarity	0.6102	NPC17059
Remote Similarity	0.6092	NPC113626
Remote Similarity	0.609	NPC238499
Remote Similarity	0.6089	NPC129909
Remote Similarity	0.6084	NPC476231
Remote Similarity	0.6082	NPC328611
Remote Similarity	0.6082	NPC248862
Remote Similarity	0.6082	NPC13367
Remote Similarity	0.6078	NPC471264
Remote Similarity	0.6078	NPC471265
Remote Similarity	0.6071	NPC214960
Remote Similarity	0.6071	NPC279527
Remote Similarity	0.6069	NPC248462
Remote Similarity	0.6069	NPC252878
Remote Similarity	0.6067	NPC130309
Remote Similarity	0.6053	NPC316104
Remote Similarity	0.6053	NPC248283
Remote Similarity	0.6053	NPC162417
Remote Similarity	0.6048	NPC189116
Remote Similarity	0.6048	NPC113056
Remote Similarity	0.6048	NPC138293
Remote Similarity	0.6045	NPC282092
Remote Similarity	0.6045	NPC478077
Remote Similarity	0.6045	NPC311858
Remote Similarity	0.6045	NPC291759
Remote Similarity	0.6039	NPC178662
Remote Similarity	0.6039	NPC98424
Remote Similarity	0.6039	NPC92784
Remote Similarity	0.6039	NPC476133
Remote Similarity	0.6039	NPC470884
Remote Similarity	0.6037	NPC29285
Remote Similarity	0.6034	NPC39822
Remote Similarity	0.6027	NPC283130
Remote Similarity	0.6027	NPC328683
Remote Similarity	0.6027	NPC46427
Remote Similarity	0.6026	NPC476689
Remote Similarity	0.6026	NPC476685
Remote Similarity	0.6026	NPC471164
Remote Similarity	0.6026	NPC471574
Remote Similarity	0.6026	NPC476687
Remote Similarity	0.6024	NPC320064
Remote Similarity	0.6023	NPC245741
Remote Similarity	0.6023	NPC258480
Remote Similarity	0.6015	NPC291610
Remote Similarity	0.6013	NPC314186
Remote Similarity	0.6012	NPC64436
Remote Similarity	0.6012	NPC281094
Remote Similarity	0.6012	NPC478076
Remote Similarity	0.6011	NPC472323
Remote Similarity	0.6	NPC57051
Remote Similarity	0.6	NPC257490
Remote Similarity	0.6	NPC200589
Remote Similarity	0.6	NPC153694
Remote Similarity	0.6	NPC211525
Remote Similarity	0.6	NPC469560
Remote Similarity	0.6	NPC473763
Remote Similarity	0.6	NPC187231
Remote Similarity	0.6	NPC117244
Remote Similarity	0.6	NPC226662
Remote Similarity	0.5989	NPC133591
Remote Similarity	0.5988	NPC253667
Remote Similarity	0.5988	NPC289776
Remote Similarity	0.5988	NPC35510
Remote Similarity	0.5988	NPC191863
Remote Similarity	0.5988	NPC133470
Remote Similarity	0.5978	NPC175474
Remote Similarity	0.5977	NPC11126
Remote Similarity	0.5976	NPC473297
Remote Similarity	0.5975	NPC471323
Remote Similarity	0.5972	NPC226143
Remote Similarity	0.5964	NPC97380
Remote Similarity	0.5964	NPC243673
Remote Similarity	0.5964	NPC310403
Remote Similarity	0.5964	NPC148468
Remote Similarity	0.5964	NPC63210
Remote Similarity	0.5964	NPC263709
Remote Similarity	0.5962	NPC472243
Remote Similarity	0.5962	NPC243162
Remote Similarity	0.596	NPC314098
Remote Similarity	0.596	NPC255447
Remote Similarity	0.5959	NPC39818
Remote Similarity	0.5956	NPC473498
Remote Similarity	0.5956	NPC45033
Remote Similarity	0.5955	NPC38823
Remote Similarity	0.5955	NPC207033
Remote Similarity	0.5955	NPC66210
Remote Similarity	0.5949	NPC471680
Remote Similarity	0.5949	NPC209509
Remote Similarity	0.5948	NPC313352
Remote Similarity	0.5946	NPC472244
Remote Similarity	0.5946	NPC313421
Remote Similarity	0.5946	NPC470343
Remote Similarity	0.5942	NPC470127
Remote Similarity	0.5938	NPC470440
Remote Similarity	0.5932	NPC472119

Drug Structure

NPD2146 OpenBabel08211701392D 23 24 0 0 0 0 0 0 0 0999 V2000 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 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 2.5981 1.5000 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 3.0000 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 -1.7321 2.0000 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 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 3.5000 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 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 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 6.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 17 1 0 0 0 0 3 10 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 9 1 0 0 0 0 6 8 1 0 0 0 0 6 11 1 0 0 0 0 7 12 2 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 19 1 0 0 0 0 11 22 1 0 0 0 0 12 14 1 0 0 0 0 12 18 1 0 0 0 0 13 15 1 0 0 0 0 13 18 2 0 0 0 0 14 19 1 0 0 0 0 15 19 1 0 0 0 0 15 20 2 0 0 0 0 16 17 2 3 0 0 0 16 21 1 0 0 0 0 16 22 1 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014676
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	303.16
ALogP	-0.9719
MLogP	2.56
XLogP	2.975
HDA	6
HBD	1
Rotatable Bonds	10
TPSA	74.49
RO5 Violation	0