NPASS drugs

Drug Information

Drug ID:	NPD2009
Drug Name:
Molecular Formula:	C16H17N3O
Canonical SMILES:	O=C(N1CCc2c1cccc2)[C@@H]1CCc2c(C1)[nH]cn2
Standard InCHI:	InChI=1S/C16H17N3O/c20-16(12-5-6-13-14(9-12)18-10-17-13)19-8-7-11-3-1-2-4-15(11)19/h1-4,10,12H,5-9H2,(H,17,18)/t12-/m1/s1
Standard InCHIKey:	GKNHGZIVTFCIOE-GFCCVEGCSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2009

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	508
0.1-0.2	6006
0.2-0.3	16656
0.3-0.4	3891
0.4-0.5	1713
0.5-0.6	1435
0.6-0.7	619
0.7-0.8	62
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	0.7766	NPC71238
Intermediate Similarity	0.765	NPC54981
Intermediate Similarity	0.7647	NPC99939
Intermediate Similarity	0.7647	NPC308931
Intermediate Similarity	0.7627	NPC300238
Intermediate Similarity	0.7622	NPC16659
Intermediate Similarity	0.7588	NPC116555
Intermediate Similarity	0.7568	NPC265710
Intermediate Similarity	0.7549	NPC267811
Intermediate Similarity	0.7514	NPC473380
Intermediate Similarity	0.7514	NPC240088
Intermediate Similarity	0.7471	NPC114209
Intermediate Similarity	0.7463	NPC238945
Intermediate Similarity	0.7446	NPC161861
Intermediate Similarity	0.7437	NPC473376
Intermediate Similarity	0.7406	NPC69843
Intermediate Similarity	0.7398	NPC474389
Intermediate Similarity	0.7382	NPC17059
Intermediate Similarity	0.733	NPC282531
Intermediate Similarity	0.7317	NPC282247
Intermediate Similarity	0.7316	NPC228835
Intermediate Similarity	0.7287	NPC11126
Intermediate Similarity	0.7268	NPC476460
Intermediate Similarity	0.7263	NPC470205
Intermediate Similarity	0.7253	NPC470203
Intermediate Similarity	0.7249	NPC91179
Intermediate Similarity	0.723	NPC323244
Intermediate Similarity	0.7214	NPC317701
Intermediate Similarity	0.7213	NPC271797
Intermediate Similarity	0.7213	NPC21174
Intermediate Similarity	0.7198	NPC470204
Intermediate Similarity	0.7188	NPC476341
Intermediate Similarity	0.715	NPC141612
Intermediate Similarity	0.715	NPC17273
Intermediate Similarity	0.715	NPC135601
Intermediate Similarity	0.715	NPC54744
Intermediate Similarity	0.7135	NPC56233
Intermediate Similarity	0.7135	NPC21429
Intermediate Similarity	0.71	NPC153123
Intermediate Similarity	0.71	NPC475914
Intermediate Similarity	0.71	NPC201266
Intermediate Similarity	0.71	NPC220797
Intermediate Similarity	0.71	NPC474318
Intermediate Similarity	0.71	NPC268744
Intermediate Similarity	0.7097	NPC267078
Intermediate Similarity	0.7097	NPC935
Intermediate Similarity	0.7097	NPC328924
Intermediate Similarity	0.7065	NPC269203
Intermediate Similarity	0.7065	NPC77241
Intermediate Similarity	0.7065	NPC166209
Intermediate Similarity	0.7065	NPC13456
Intermediate Similarity	0.7064	NPC474357
Intermediate Similarity	0.7062	NPC470440
Intermediate Similarity	0.7062	NPC94752
Intermediate Similarity	0.7047	NPC477003
Intermediate Similarity	0.7041	NPC324091
Intermediate Similarity	0.702	NPC326422
Intermediate Similarity	0.702	NPC474180
Intermediate Similarity	0.702	NPC188821
Intermediate Similarity	0.701	NPC133003
Intermediate Similarity	0.7	NPC470732
Intermediate Similarity	0.7	NPC470731
Remote Similarity	0.699	NPC213629
Remote Similarity	0.6974	NPC476527
Remote Similarity	0.6972	NPC470323
Remote Similarity	0.6971	NPC320968
Remote Similarity	0.6966	NPC204141
Remote Similarity	0.6963	NPC284775
Remote Similarity	0.6942	NPC54420
Remote Similarity	0.692	NPC171393
Remote Similarity	0.692	NPC295452
Remote Similarity	0.6919	NPC147983
Remote Similarity	0.6919	NPC122141
Remote Similarity	0.6919	NPC177996
Remote Similarity	0.6906	NPC53947
Remote Similarity	0.69	NPC294693
Remote Similarity	0.6897	NPC216159
Remote Similarity	0.6888	NPC62749
Remote Similarity	0.6881	NPC171317
Remote Similarity	0.6881	NPC156003
Remote Similarity	0.6875	NPC162860
Remote Similarity	0.6865	NPC92796
Remote Similarity	0.6865	NPC135141
Remote Similarity	0.6862	NPC49217
Remote Similarity	0.6859	NPC317054
Remote Similarity	0.685	NPC304203
Remote Similarity	0.6845	NPC317105
Remote Similarity	0.6833	NPC143872
Remote Similarity	0.6833	NPC288838
Remote Similarity	0.6831	NPC325903
Remote Similarity	0.6831	NPC200214
Remote Similarity	0.6829	NPC476073
Remote Similarity	0.6818	NPC321708
Remote Similarity	0.681	NPC72956
Remote Similarity	0.6804	NPC88110
Remote Similarity	0.6798	NPC131887
Remote Similarity	0.6796	NPC469811
Remote Similarity	0.6794	NPC478158
Remote Similarity	0.6793	NPC476297
Remote Similarity	0.6793	NPC476219
Remote Similarity	0.6791	NPC194881
Remote Similarity	0.6791	NPC474195
Remote Similarity	0.6789	NPC471943
Remote Similarity	0.6777	NPC6865
Remote Similarity	0.6777	NPC153980
Remote Similarity	0.6776	NPC475736
Remote Similarity	0.6776	NPC469975
Remote Similarity	0.6771	NPC469529
Remote Similarity	0.6769	NPC307191
Remote Similarity	0.6769	NPC191415
Remote Similarity	0.6765	NPC293917
Remote Similarity	0.6761	NPC125746
Remote Similarity	0.676	NPC42483
Remote Similarity	0.6758	NPC321911
Remote Similarity	0.6753	NPC213468
Remote Similarity	0.6749	NPC227582
Remote Similarity	0.6743	NPC474196
Remote Similarity	0.674	NPC63545
Remote Similarity	0.6736	NPC280852
Remote Similarity	0.6735	NPC102755
Remote Similarity	0.672	NPC216643
Remote Similarity	0.6703	NPC201380
Remote Similarity	0.6703	NPC179787
Remote Similarity	0.6702	NPC194411
Remote Similarity	0.6701	NPC64436
Remote Similarity	0.6701	NPC84827
Remote Similarity	0.6701	NPC14113
Remote Similarity	0.6701	NPC145885
Remote Similarity	0.6699	NPC469308
Remote Similarity	0.6698	NPC471194
Remote Similarity	0.6698	NPC471193
Remote Similarity	0.6685	NPC314372
Remote Similarity	0.6685	NPC73767
Remote Similarity	0.6684	NPC318065
Remote Similarity	0.6684	NPC56765
Remote Similarity	0.6684	NPC206819
Remote Similarity	0.6683	NPC74413
Remote Similarity	0.6682	NPC471192
Remote Similarity	0.6667	NPC478182
Remote Similarity	0.6667	NPC475286
Remote Similarity	0.6667	NPC478184
Remote Similarity	0.6667	NPC190296
Remote Similarity	0.6667	NPC174281
Remote Similarity	0.6651	NPC312942
Remote Similarity	0.6651	NPC327095
Remote Similarity	0.665	NPC252338
Remote Similarity	0.6649	NPC78020
Remote Similarity	0.6649	NPC151635
Remote Similarity	0.6648	NPC469767
Remote Similarity	0.6648	NPC469779
Remote Similarity	0.6648	NPC469768
Remote Similarity	0.6648	NPC469761
Remote Similarity	0.6648	NPC469784
Remote Similarity	0.6648	NPC469780
Remote Similarity	0.6648	NPC469783
Remote Similarity	0.6636	NPC478157
Remote Similarity	0.6634	NPC67288
Remote Similarity	0.6634	NPC473640
Remote Similarity	0.6633	NPC314281
Remote Similarity	0.6633	NPC40530
Remote Similarity	0.6632	NPC42372
Remote Similarity	0.6631	NPC222029
Remote Similarity	0.663	NPC105818
Remote Similarity	0.663	NPC24678
Remote Similarity	0.6622	NPC477176
Remote Similarity	0.6622	NPC470730
Remote Similarity	0.6622	NPC477175
Remote Similarity	0.6622	NPC470729
Remote Similarity	0.6621	NPC40455
Remote Similarity	0.662	NPC470702
Remote Similarity	0.662	NPC473218
Remote Similarity	0.662	NPC75634
Remote Similarity	0.6618	NPC102592
Remote Similarity	0.6618	NPC475506
Remote Similarity	0.6618	NPC476526
Remote Similarity	0.6618	NPC48117
Remote Similarity	0.6618	NPC79356
Remote Similarity	0.6618	NPC329765
Remote Similarity	0.6618	NPC300183
Remote Similarity	0.6615	NPC111275
Remote Similarity	0.6614	NPC225018
Remote Similarity	0.6611	NPC197068
Remote Similarity	0.6611	NPC469766
Remote Similarity	0.661	NPC96102
Remote Similarity	0.6602	NPC477004
Remote Similarity	0.6602	NPC19696
Remote Similarity	0.6602	NPC136957
Remote Similarity	0.6602	NPC100321
Remote Similarity	0.6598	NPC293216
Remote Similarity	0.6598	NPC37423
Remote Similarity	0.6598	NPC110500
Remote Similarity	0.6598	NPC149155
Remote Similarity	0.6598	NPC275305
Remote Similarity	0.6598	NPC203468
Remote Similarity	0.6596	NPC276085
Remote Similarity	0.6596	NPC474880
Remote Similarity	0.6596	NPC293487
Remote Similarity	0.6596	NPC475990
Remote Similarity	0.6596	NPC221786
Remote Similarity	0.6593	NPC159856

Drug Structure

NPD2009 OpenBabel08211701392D 21 24 0 0 1 0 0 0 0 0999 V2000 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3164 1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2946 1.0705 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9563 -0.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4126 -1.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6473 0.5352 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.6036 0.1194 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9344 -0.6237 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5171 -0.2873 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4344 -1.4898 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 0.3601 1.6942 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0277 -2.4033 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 11 2 0 0 0 0 4 15 2 0 0 0 0 5 6 1 0 0 0 0 5 12 1 0 0 0 0 6 13 1 0 0 0 0 7 8 1 0 0 0 0 7 11 1 0 0 0 0 8 19 1 0 0 0 0 9 12 1 0 0 0 0 9 14 1 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 15 1 0 0 0 0 12 16 1 6 0 0 0 13 14 2 0 0 0 0 13 17 1 0 0 0 0 14 18 1 0 0 0 0 15 19 1 0 0 0 0 16 19 1 0 0 0 0 16 20 2 0 0 0 0 18 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009180
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132963
ChEBI
CAS Number

Drug Properties

Molecular Weight	267.14
ALogP	-0.3591
MLogP	2.78
XLogP	2.625
HDA	4
HBD	1
Rotatable Bonds	2
TPSA	48.99
RO5 Violation	0