NPASS drugs

Drug Information

Drug ID:	NPD2008
Drug Name:	GR-65630
Molecular Formula:	C16H17N3O
Canonical SMILES:	O=C(c1cn(c2c1cccc2)C)CCc1[nH]cnc1C
Standard InCHI:	InChI=1S/C16H17N3O/c1-11-14(18-10-17-11)7-8-16(20)13-9-19(2)15-6-4-3-5-12(13)15/h3-6,9-10H,7-8H2,1-2H3,(H,17,18)
Standard InCHIKey:	QZNZJWLUNDXZQA-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2008

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	537
0.1-0.2	5784
0.2-0.3	14390
0.3-0.4	6548
0.4-0.5	1262
0.5-0.6	1327
0.6-0.7	817
0.7-0.8	209
0.8-0.85	14
0.85-0.9	1
0.9-0.95	1
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
High Similarity	0.9062	NPC116555
High Similarity	0.8889	NPC267811
Intermediate Similarity	0.8385	NPC326422
Intermediate Similarity	0.8341	NPC267078
Intermediate Similarity	0.8341	NPC935
Intermediate Similarity	0.8302	NPC474357
Intermediate Similarity	0.8294	NPC470323
Intermediate Similarity	0.8283	NPC317701
Intermediate Similarity	0.8281	NPC476460
Intermediate Similarity	0.828	NPC284775
Intermediate Similarity	0.8245	NPC191415
Intermediate Similarity	0.8196	NPC304203
Intermediate Similarity	0.8095	NPC16659
Intermediate Similarity	0.8063	NPC477003
Intermediate Similarity	0.8042	NPC265710
Intermediate Similarity	0.801	NPC282247
Intermediate Similarity	0.7989	NPC473380
Intermediate Similarity	0.7989	NPC240088
Intermediate Similarity	0.7917	NPC102755
Intermediate Similarity	0.7874	NPC470702
Intermediate Similarity	0.7874	NPC473218
Intermediate Similarity	0.7857	NPC324091
Intermediate Similarity	0.7849	NPC42372
Intermediate Similarity	0.7837	NPC470703
Intermediate Similarity	0.7835	NPC476341
Intermediate Similarity	0.7789	NPC293216
Intermediate Similarity	0.7749	NPC151635
Intermediate Similarity	0.7744	NPC99939
Intermediate Similarity	0.7744	NPC308931
Intermediate Similarity	0.7742	NPC470203
Intermediate Similarity	0.7723	NPC237414
Intermediate Similarity	0.7704	NPC17273
Intermediate Similarity	0.7704	NPC141612
Intermediate Similarity	0.7704	NPC135601
Intermediate Similarity	0.7688	NPC470204
Intermediate Similarity	0.7662	NPC79356
Intermediate Similarity	0.7662	NPC74619
Intermediate Similarity	0.7662	NPC102592
Intermediate Similarity	0.7624	NPC227582
Intermediate Similarity	0.7624	NPC167710
Intermediate Similarity	0.7619	NPC63109
Intermediate Similarity	0.7602	NPC21429
Intermediate Similarity	0.759	NPC470677
Intermediate Similarity	0.7586	NPC474389
Intermediate Similarity	0.758	NPC69843
Intermediate Similarity	0.7563	NPC133003
Intermediate Similarity	0.7549	NPC477004
Intermediate Similarity	0.7549	NPC74413
Intermediate Similarity	0.7536	NPC6865
Intermediate Similarity	0.7536	NPC153980
Intermediate Similarity	0.7534	NPC156003
Intermediate Similarity	0.7513	NPC317054
Intermediate Similarity	0.7513	NPC469529
Intermediate Similarity	0.7512	NPC252338
Intermediate Similarity	0.7512	NPC229893
Intermediate Similarity	0.7488	NPC72956
Intermediate Similarity	0.7488	NPC54981
Intermediate Similarity	0.7475	NPC188821
Intermediate Similarity	0.7475	NPC474180
Intermediate Similarity	0.7462	NPC470205
Intermediate Similarity	0.7461	NPC252572
Intermediate Similarity	0.746	NPC214106
Intermediate Similarity	0.7452	NPC473376
Intermediate Similarity	0.7449	NPC88110
Intermediate Similarity	0.744	NPC260900
Intermediate Similarity	0.7435	NPC114637
Intermediate Similarity	0.7435	NPC56233
Intermediate Similarity	0.7421	NPC21174
Intermediate Similarity	0.7421	NPC271797
Intermediate Similarity	0.7413	NPC154339
Intermediate Similarity	0.7407	NPC122141
Intermediate Similarity	0.7401	NPC295452
Intermediate Similarity	0.7401	NPC171393
Intermediate Similarity	0.7389	NPC267343
Intermediate Similarity	0.7382	NPC115232
Intermediate Similarity	0.7371	NPC471194
Intermediate Similarity	0.7371	NPC471193
Intermediate Similarity	0.7368	NPC242116
Intermediate Similarity	0.7358	NPC471943
Intermediate Similarity	0.7351	NPC321911
Intermediate Similarity	0.735	NPC62749
Intermediate Similarity	0.7349	NPC471192
Intermediate Similarity	0.7346	NPC71238
Intermediate Similarity	0.7344	NPC49217
Intermediate Similarity	0.7337	NPC110158
Intermediate Similarity	0.733	NPC478182
Intermediate Similarity	0.7313	NPC17059
Intermediate Similarity	0.7312	NPC53947
Intermediate Similarity	0.731	NPC11126
Intermediate Similarity	0.7297	NPC179787
Intermediate Similarity	0.7297	NPC469811
Intermediate Similarity	0.7297	NPC201380
Intermediate Similarity	0.7295	NPC81535
Intermediate Similarity	0.7291	NPC138370
Intermediate Similarity	0.7273	NPC73994
Intermediate Similarity	0.7268	NPC202812
Intermediate Similarity	0.7264	NPC476527
Intermediate Similarity	0.7263	NPC92796
Intermediate Similarity	0.7263	NPC300238
Intermediate Similarity	0.7263	NPC135141
Intermediate Similarity	0.7256	NPC54744
Intermediate Similarity	0.725	NPC228835
Intermediate Similarity	0.7246	NPC67288
Intermediate Similarity	0.7246	NPC131887
Intermediate Similarity	0.7243	NPC63545
Intermediate Similarity	0.7243	NPC288838
Intermediate Similarity	0.724	NPC265100
Intermediate Similarity	0.724	NPC317105
Intermediate Similarity	0.724	NPC478184
Intermediate Similarity	0.7236	NPC307191
Intermediate Similarity	0.7234	NPC325903
Intermediate Similarity	0.7233	NPC128244
Intermediate Similarity	0.7228	NPC278434
Intermediate Similarity	0.7222	NPC55772
Intermediate Similarity	0.7215	NPC276657
Intermediate Similarity	0.7213	NPC77101
Intermediate Similarity	0.7212	NPC268744
Intermediate Similarity	0.7212	NPC201266
Intermediate Similarity	0.7212	NPC153123
Intermediate Similarity	0.7212	NPC220797
Intermediate Similarity	0.7212	NPC474318
Intermediate Similarity	0.7212	NPC475914
Intermediate Similarity	0.72	NPC117027
Intermediate Similarity	0.7198	NPC73767
Intermediate Similarity	0.7196	NPC476297
Intermediate Similarity	0.7196	NPC476219
Intermediate Similarity	0.7194	NPC161861
Intermediate Similarity	0.7192	NPC321708
Intermediate Similarity	0.7192	NPC473666
Intermediate Similarity	0.7189	NPC314372
Intermediate Similarity	0.7184	NPC157828
Intermediate Similarity	0.7184	NPC195239
Intermediate Similarity	0.7183	NPC266249
Intermediate Similarity	0.7177	NPC269203
Intermediate Similarity	0.7177	NPC166209
Intermediate Similarity	0.7177	NPC13456
Intermediate Similarity	0.7177	NPC77241
Intermediate Similarity	0.7174	NPC190296
Intermediate Similarity	0.7173	NPC293487
Intermediate Similarity	0.7172	NPC145885
Intermediate Similarity	0.7172	NPC84827
Intermediate Similarity	0.7172	NPC14113
Intermediate Similarity	0.7172	NPC83774
Intermediate Similarity	0.7171	NPC47190
Intermediate Similarity	0.7171	NPC216550
Intermediate Similarity	0.7164	NPC467063
Intermediate Similarity	0.7163	NPC474916
Intermediate Similarity	0.7158	NPC469779
Intermediate Similarity	0.7158	NPC469768
Intermediate Similarity	0.7158	NPC469784
Intermediate Similarity	0.7158	NPC469780
Intermediate Similarity	0.7158	NPC469761
Intermediate Similarity	0.7158	NPC469767
Intermediate Similarity	0.7158	NPC469783
Intermediate Similarity	0.7156	NPC472285
Intermediate Similarity	0.7156	NPC27041
Intermediate Similarity	0.7151	NPC143872
Intermediate Similarity	0.715	NPC11445
Intermediate Similarity	0.7135	NPC470680
Intermediate Similarity	0.7135	NPC100104
Intermediate Similarity	0.7128	NPC24678
Intermediate Similarity	0.7128	NPC105818
Intermediate Similarity	0.7124	NPC207686
Intermediate Similarity	0.7121	NPC280852
Intermediate Similarity	0.712	NPC236711
Intermediate Similarity	0.712	NPC469766
Intermediate Similarity	0.7118	NPC101350
Intermediate Similarity	0.7116	NPC123839
Intermediate Similarity	0.7113	NPC233380
Intermediate Similarity	0.7104	NPC110126
Intermediate Similarity	0.71	NPC40530
Intermediate Similarity	0.71	NPC314281
Intermediate Similarity	0.71	NPC477042
Intermediate Similarity	0.71	NPC61011
Intermediate Similarity	0.7098	NPC225018
Intermediate Similarity	0.7097	NPC234078
Intermediate Similarity	0.7097	NPC221100
Intermediate Similarity	0.7088	NPC84911
Intermediate Similarity	0.7087	NPC272458
Intermediate Similarity	0.7085	NPC111275
Intermediate Similarity	0.7083	NPC474492
Intermediate Similarity	0.7083	NPC320968
Intermediate Similarity	0.7077	NPC478183
Intermediate Similarity	0.7074	NPC282531
Intermediate Similarity	0.7074	NPC235685
Intermediate Similarity	0.7067	NPC472293
Intermediate Similarity	0.7064	NPC474412
Intermediate Similarity	0.7062	NPC469308
Intermediate Similarity	0.7059	NPC474195
Intermediate Similarity	0.7053	NPC469763
Intermediate Similarity	0.7053	NPC469760
Intermediate Similarity	0.7053	NPC469765
Intermediate Similarity	0.7053	NPC73952
Intermediate Similarity	0.7053	NPC251391
Intermediate Similarity	0.7053	NPC259644
Intermediate Similarity	0.7053	NPC200214
Intermediate Similarity	0.7053	NPC469786
Intermediate Similarity	0.7053	NPC25008
Intermediate Similarity	0.7051	NPC118940
Intermediate Similarity	0.7045	NPC475736

Drug Structure

NPD2008 OpenBabel08211701392D 21 23 0 0 0 0 0 0 0 0999 V2000 2.3878 -3.9360 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 -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 3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6884 -1.9680 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 4.9266 -4.4360 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3878 -3.9360 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 1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9756 -3.1270 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 2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9756 -4.7450 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.9266 -3.4360 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 3.0485 -0.2738 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7357 -2.8482 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 19 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 12 2 0 0 0 0 6 15 2 0 0 0 0 7 8 1 0 0 0 0 7 14 1 0 0 0 0 8 16 1 0 0 0 0 9 13 2 0 0 0 0 9 19 1 0 0 0 0 10 17 2 0 0 0 0 10 18 1 0 0 0 0 11 14 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 15 1 0 0 0 0 13 16 1 0 0 0 0 14 18 1 0 0 0 0 15 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	DIB007633
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	267.14
ALogP	0.1612
MLogP	2.78
XLogP	2.631
HDA	4
HBD	1
Rotatable Bonds	6
TPSA	50.68
RO5 Violation	0