NPASS drugs

Drug Information

Drug ID:	NPD1684
Drug Name:
Molecular Formula:	C15H18N2O
Canonical SMILES:	C/C=C/1C2C=C(CC1(N)c1c(C2)nc(cc1)O)C
Standard InCHI:	InChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+
Standard InCHIKey:	ZRJBHWIHUMBLCN-QDEBKDIKSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1684

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	321
0.1-0.2	1638
0.2-0.3	9115
0.3-0.4	7490
0.4-0.5	8478
0.5-0.6	2606
0.6-0.7	1092
0.7-0.8	136
0.8-0.85	3
0.85-0.9	3
0.9-0.95	2
0.95-1	6

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
High Similarity	1.0	NPC315214
High Similarity	1.0	NPC47298
High Similarity	0.9933	NPC32028
High Similarity	0.98	NPC159319
High Similarity	0.9548	NPC259545
High Similarity	0.9545	NPC126481
High Similarity	0.9308	NPC232340
High Similarity	0.9177	NPC471294
High Similarity	0.8788	NPC133306
High Similarity	0.8655	NPC45850
High Similarity	0.8529	NPC183805
Intermediate Similarity	0.8366	NPC60553
Intermediate Similarity	0.8038	NPC161292
Intermediate Similarity	0.8037	NPC84508
Intermediate Similarity	0.7892	NPC473057
Intermediate Similarity	0.784	NPC153769
Intermediate Similarity	0.7834	NPC245657
Intermediate Similarity	0.7797	NPC128751
Intermediate Similarity	0.7771	NPC280853
Intermediate Similarity	0.7753	NPC469497
Intermediate Similarity	0.7753	NPC106833
Intermediate Similarity	0.7746	NPC88363
Intermediate Similarity	0.7746	NPC72980
Intermediate Similarity	0.7722	NPC285016
Intermediate Similarity	0.7707	NPC471596
Intermediate Similarity	0.7697	NPC246700
Intermediate Similarity	0.764	NPC206186
Intermediate Similarity	0.7627	NPC94943
Intermediate Similarity	0.7616	NPC474409
Intermediate Similarity	0.7614	NPC212535
Intermediate Similarity	0.7595	NPC471594
Intermediate Similarity	0.7578	NPC471598
Intermediate Similarity	0.7574	NPC97367
Intermediate Similarity	0.7571	NPC190007
Intermediate Similarity	0.7544	NPC44161
Intermediate Similarity	0.7529	NPC471178
Intermediate Similarity	0.7529	NPC288943
Intermediate Similarity	0.7516	NPC278451
Intermediate Similarity	0.7515	NPC471177
Intermediate Similarity	0.7515	NPC59779
Intermediate Similarity	0.7515	NPC124542
Intermediate Similarity	0.75	NPC478032
Intermediate Similarity	0.75	NPC288445
Intermediate Similarity	0.7486	NPC283152
Intermediate Similarity	0.7485	NPC141353
Intermediate Similarity	0.7473	NPC249040
Intermediate Similarity	0.7471	NPC303225
Intermediate Similarity	0.747	NPC26872
Intermediate Similarity	0.7457	NPC476686
Intermediate Similarity	0.7457	NPC476688
Intermediate Similarity	0.7457	NPC105758
Intermediate Similarity	0.743	NPC476319
Intermediate Similarity	0.7405	NPC153042
Intermediate Similarity	0.7405	NPC474188
Intermediate Similarity	0.7389	NPC171171
Intermediate Similarity	0.7377	NPC280964
Intermediate Similarity	0.7377	NPC114335
Intermediate Similarity	0.7377	NPC141915
Intermediate Similarity	0.7374	NPC204717
Intermediate Similarity	0.7374	NPC320394
Intermediate Similarity	0.7348	NPC66083
Intermediate Similarity	0.7341	NPC278874
Intermediate Similarity	0.7337	NPC26850
Intermediate Similarity	0.7333	NPC314002
Intermediate Similarity	0.7318	NPC220765
Intermediate Similarity	0.7318	NPC19679
Intermediate Similarity	0.7316	NPC475070
Intermediate Similarity	0.7314	NPC208060
Intermediate Similarity	0.7301	NPC470394
Intermediate Similarity	0.7301	NPC470404
Intermediate Similarity	0.7301	NPC470403
Intermediate Similarity	0.7293	NPC194040
Intermediate Similarity	0.7293	NPC314573
Intermediate Similarity	0.7292	NPC477111
Intermediate Similarity	0.7283	NPC108469
Intermediate Similarity	0.7278	NPC62069
Intermediate Similarity	0.7268	NPC3715
Intermediate Similarity	0.7263	NPC223427
Intermediate Similarity	0.7257	NPC158129
Intermediate Similarity	0.7253	NPC46580
Intermediate Similarity	0.7243	NPC329541
Intermediate Similarity	0.7238	NPC42591
Intermediate Similarity	0.7219	NPC70956
Intermediate Similarity	0.7219	NPC243834
Intermediate Similarity	0.7212	NPC470395
Intermediate Similarity	0.7209	NPC177404
Intermediate Similarity	0.7209	NPC224632
Intermediate Similarity	0.7202	NPC475910
Intermediate Similarity	0.7202	NPC470931
Intermediate Similarity	0.72	NPC473764
Intermediate Similarity	0.72	NPC314940
Intermediate Similarity	0.7196	NPC329793
Intermediate Similarity	0.7196	NPC329747
Intermediate Similarity	0.7189	NPC324149
Intermediate Similarity	0.7189	NPC99666
Intermediate Similarity	0.7188	NPC477113
Intermediate Similarity	0.7184	NPC98187
Intermediate Similarity	0.7167	NPC144114
Intermediate Similarity	0.7165	NPC476116
Intermediate Similarity	0.7158	NPC254762
Intermediate Similarity	0.7143	NPC476167
Intermediate Similarity	0.7143	NPC317430
Intermediate Similarity	0.7143	NPC154293
Intermediate Similarity	0.7127	NPC176127
Intermediate Similarity	0.7126	NPC257142
Intermediate Similarity	0.7121	NPC469928
Intermediate Similarity	0.7121	NPC330009
Intermediate Similarity	0.7121	NPC183407
Intermediate Similarity	0.712	NPC475112
Intermediate Similarity	0.712	NPC291535
Intermediate Similarity	0.712	NPC475085
Intermediate Similarity	0.712	NPC32771
Intermediate Similarity	0.7112	NPC276517
Intermediate Similarity	0.7107	NPC478074
Intermediate Similarity	0.7104	NPC61350
Intermediate Similarity	0.7095	NPC184964
Intermediate Similarity	0.709	NPC192315
Intermediate Similarity	0.709	NPC306376
Intermediate Similarity	0.7088	NPC84478
Intermediate Similarity	0.7083	NPC476098
Intermediate Similarity	0.7081	NPC95783
Intermediate Similarity	0.7079	NPC189812
Intermediate Similarity	0.7079	NPC312872
Intermediate Similarity	0.7079	NPC329688
Intermediate Similarity	0.7076	NPC285469
Intermediate Similarity	0.7074	NPC205403
Intermediate Similarity	0.7072	NPC477891
Intermediate Similarity	0.7072	NPC314394
Intermediate Similarity	0.7069	NPC118511
Intermediate Similarity	0.7062	NPC193777
Intermediate Similarity	0.7059	NPC36168
Intermediate Similarity	0.7056	NPC67659
Intermediate Similarity	0.7052	NPC131718
Intermediate Similarity	0.7043	NPC469390
Intermediate Similarity	0.7039	NPC150048
Intermediate Similarity	0.7039	NPC203754
Intermediate Similarity	0.7039	NPC134586
Intermediate Similarity	0.7037	NPC77555
Intermediate Similarity	0.7026	NPC18348
Intermediate Similarity	0.7022	NPC313791
Intermediate Similarity	0.7022	NPC472123
Intermediate Similarity	0.7022	NPC34508
Intermediate Similarity	0.7011	NPC16667
Intermediate Similarity	0.701	NPC474145
Intermediate Similarity	0.701	NPC475841
Intermediate Similarity	0.7006	NPC164664
Intermediate Similarity	0.7006	NPC280548
Intermediate Similarity	0.7	NPC284348
Intermediate Similarity	0.7	NPC211997
Intermediate Similarity	0.7	NPC96890
Remote Similarity	0.6984	NPC242209
Remote Similarity	0.6984	NPC472193
Remote Similarity	0.6979	NPC267423
Remote Similarity	0.6971	NPC476118
Remote Similarity	0.697	NPC294620
Remote Similarity	0.697	NPC48353
Remote Similarity	0.6968	NPC289786
Remote Similarity	0.6963	NPC476175
Remote Similarity	0.6963	NPC128823
Remote Similarity	0.6963	NPC280714
Remote Similarity	0.6959	NPC137929
Remote Similarity	0.6959	NPC164374
Remote Similarity	0.6954	NPC5145
Remote Similarity	0.695	NPC477110
Remote Similarity	0.6947	NPC156704
Remote Similarity	0.6946	NPC242556
Remote Similarity	0.6936	NPC116573
Remote Similarity	0.6935	NPC242928
Remote Similarity	0.6931	NPC195314
Remote Similarity	0.6927	NPC11017
Remote Similarity	0.6923	NPC304183
Remote Similarity	0.6923	NPC198339
Remote Similarity	0.6919	NPC9894
Remote Similarity	0.6919	NPC208284
Remote Similarity	0.6919	NPC220337
Remote Similarity	0.6919	NPC207726
Remote Similarity	0.6915	NPC476041
Remote Similarity	0.6915	NPC304926
Remote Similarity	0.6912	NPC162748
Remote Similarity	0.6907	NPC477135
Remote Similarity	0.6906	NPC151939
Remote Similarity	0.6895	NPC70259
Remote Similarity	0.6888	NPC53344
Remote Similarity	0.6888	NPC270918
Remote Similarity	0.6882	NPC37548
Remote Similarity	0.6882	NPC124005
Remote Similarity	0.6879	NPC184476
Remote Similarity	0.6878	NPC307963
Remote Similarity	0.6875	NPC32200
Remote Similarity	0.6875	NPC102423
Remote Similarity	0.6872	NPC252590
Remote Similarity	0.6872	NPC470500
Remote Similarity	0.6869	NPC309845
Remote Similarity	0.6869	NPC471304
Remote Similarity	0.6868	NPC472443
Remote Similarity	0.6868	NPC472168
Remote Similarity	0.6868	NPC270009
Remote Similarity	0.6863	NPC81561
Remote Similarity	0.686	NPC6215
Remote Similarity	0.6859	NPC473814

Drug Structure

NPD1684 OpenBabel08211701082D 21 23 0 0 1 0 0 0 0 0999 V2000 5.6870 -2.8183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4874 -2.0133 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8818 -2.8183 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0003 -1.6107 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6972 -1.2081 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7899 -0.8050 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3952 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0924 -2.0131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7899 -1.6106 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0926 -0.4025 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.0925 -1.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6977 -1.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6975 -0.4025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6974 -0.4028 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3952 -1.6105 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.6979 -2.0132 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 -1.3949 -0.0003 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1840 -1.3934 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.4181 -2.7681 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3950 0.8051 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 9 1 0 0 0 0 3 11 2 0 0 0 0 4 5 2 0 0 0 0 4 12 1 0 0 0 0 5 14 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 7 10 1 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 10 11 1 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 15 1 0 0 0 0 13 17 1 0 0 0 0 14 17 2 0 0 0 0 14 18 1 0 0 0 0 15 16 1 0 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000749
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5912039
ChEBI
CAS Number

Drug Properties

Molecular Weight	242.14
ALogP	0.4801
MLogP	2.78
XLogP	1.283
HDA	2
HBD	2
Rotatable Bonds	4
TPSA	59.14
RO5 Violation	0