NPASS drugs

Drug Information

Drug ID:	NPD4341
Drug Name:
Molecular Formula:	C21H19BrN4O2
Canonical SMILES:	COC(=O)CC[C@@H]1N=C(c2ccccn2)c2c(n3c1nc(c3)C)ccc(c2)Br
Standard InCHI:	InChI=1S/C21H19BrN4O2/c1-13-12-26-18-8-6-14(22)11-15(18)20(16-5-3-4-10-23-16)25-17(21(26)24-13)7-9-19(27)28-2/h3-6,8,10-12,17H,7,9H2,1-2H3/t17-/m0/s1
Standard InCHIKey:	GHUYIIGPWBMOGY-KRWDZBQOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4341

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	387
0.1-0.2	4104
0.2-0.3	18704
0.3-0.4	3973
0.4-0.5	1581
0.5-0.6	1580
0.6-0.7	550
0.7-0.8	11
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	0.7424	NPC317054
Intermediate Similarity	0.7208	NPC195507
Intermediate Similarity	0.7204	NPC262898
Intermediate Similarity	0.7171	NPC108011
Intermediate Similarity	0.7157	NPC307191
Intermediate Similarity	0.7156	NPC179701
Intermediate Similarity	0.7149	NPC156003
Intermediate Similarity	0.7101	NPC62749
Intermediate Similarity	0.7015	NPC97343
Intermediate Similarity	0.7013	NPC470323
Intermediate Similarity	0.7	NPC56233
Remote Similarity	0.6995	NPC469938
Remote Similarity	0.6983	NPC935
Remote Similarity	0.6983	NPC267078
Remote Similarity	0.6981	NPC88315
Remote Similarity	0.6953	NPC474357
Remote Similarity	0.6941	NPC238457
Remote Similarity	0.693	NPC474389
Remote Similarity	0.6923	NPC472119
Remote Similarity	0.6916	NPC474195
Remote Similarity	0.6915	NPC478183
Remote Similarity	0.69	NPC478182
Remote Similarity	0.6897	NPC82331
Remote Similarity	0.6897	NPC69843
Remote Similarity	0.6891	NPC295452
Remote Similarity	0.6891	NPC171393
Remote Similarity	0.6878	NPC121903
Remote Similarity	0.6878	NPC474958
Remote Similarity	0.6875	NPC282247
Remote Similarity	0.6872	NPC40070
Remote Similarity	0.687	NPC474196
Remote Similarity	0.6866	NPC2165
Remote Similarity	0.6854	NPC473342
Remote Similarity	0.6854	NPC477166
Remote Similarity	0.6854	NPC304187
Remote Similarity	0.6854	NPC477167
Remote Similarity	0.685	NPC470203
Remote Similarity	0.6802	NPC116555
Remote Similarity	0.68	NPC470204
Remote Similarity	0.6794	NPC143533
Remote Similarity	0.6782	NPC274229
Remote Similarity	0.6782	NPC280864
Remote Similarity	0.6763	NPC234987
Remote Similarity	0.6756	NPC207020
Remote Similarity	0.6754	NPC475736
Remote Similarity	0.675	NPC293487
Remote Similarity	0.6743	NPC237414
Remote Similarity	0.6742	NPC473376
Remote Similarity	0.6727	NPC57398
Remote Similarity	0.6726	NPC221100
Remote Similarity	0.6726	NPC234078
Remote Similarity	0.6711	NPC267811
Remote Similarity	0.6697	NPC474916
Remote Similarity	0.6684	NPC470111
Remote Similarity	0.6683	NPC476297
Remote Similarity	0.6683	NPC84827
Remote Similarity	0.6683	NPC145885
Remote Similarity	0.6683	NPC34844
Remote Similarity	0.6683	NPC14113
Remote Similarity	0.6682	NPC54537
Remote Similarity	0.6681	NPC64216
Remote Similarity	0.6667	NPC188821
Remote Similarity	0.6667	NPC470505
Remote Similarity	0.6667	NPC474180
Remote Similarity	0.6652	NPC54744
Remote Similarity	0.6651	NPC248462
Remote Similarity	0.6651	NPC12649
Remote Similarity	0.6651	NPC473763
Remote Similarity	0.6651	NPC117244
Remote Similarity	0.6651	NPC476341
Remote Similarity	0.665	NPC478184
Remote Similarity	0.6637	NPC54981
Remote Similarity	0.6636	NPC321708
Remote Similarity	0.661	NPC115595
Remote Similarity	0.6608	NPC470702
Remote Similarity	0.6608	NPC471603
Remote Similarity	0.6608	NPC473218
Remote Similarity	0.6606	NPC469308
Remote Similarity	0.6605	NPC231536
Remote Similarity	0.6602	NPC32534
Remote Similarity	0.6602	NPC91895
Remote Similarity	0.6601	NPC478185
Remote Similarity	0.6601	NPC225018
Remote Similarity	0.66	NPC476219
Remote Similarity	0.6591	NPC220797
Remote Similarity	0.6591	NPC81535
Remote Similarity	0.6591	NPC153123
Remote Similarity	0.6591	NPC201266
Remote Similarity	0.6591	NPC475914
Remote Similarity	0.6591	NPC268744
Remote Similarity	0.6591	NPC474318
Remote Similarity	0.6589	NPC472323
Remote Similarity	0.6588	NPC113626
Remote Similarity	0.658	NPC316811
Remote Similarity	0.6579	NPC470703
Remote Similarity	0.6578	NPC476525
Remote Similarity	0.6571	NPC233050
Remote Similarity	0.6571	NPC276540
Remote Similarity	0.6569	NPC247987
Remote Similarity	0.6562	NPC476121
Remote Similarity	0.6562	NPC476124
Remote Similarity	0.6561	NPC13456
Remote Similarity	0.6561	NPC269203
Remote Similarity	0.6561	NPC77241
Remote Similarity	0.6561	NPC166209
Remote Similarity	0.6558	NPC472289
Remote Similarity	0.6555	NPC267885
Remote Similarity	0.6552	NPC255229
Remote Similarity	0.6552	NPC122141
Remote Similarity	0.6552	NPC81229
Remote Similarity	0.6542	NPC235684
Remote Similarity	0.654	NPC469896
Remote Similarity	0.654	NPC24864
Remote Similarity	0.654	NPC16659
Remote Similarity	0.654	NPC15840
Remote Similarity	0.654	NPC116622
Remote Similarity	0.6535	NPC129721
Remote Similarity	0.653	NPC472116
Remote Similarity	0.6526	NPC258480
Remote Similarity	0.6515	NPC179787
Remote Similarity	0.6515	NPC201380
Remote Similarity	0.6509	NPC243381
Remote Similarity	0.6509	NPC275292
Remote Similarity	0.6507	NPC280297
Remote Similarity	0.6507	NPC149155
Remote Similarity	0.6507	NPC110500
Remote Similarity	0.6507	NPC203468
Remote Similarity	0.6504	NPC71238
Remote Similarity	0.6498	NPC472097
Remote Similarity	0.6495	NPC79062
Remote Similarity	0.6495	NPC472107
Remote Similarity	0.6493	NPC248041
Remote Similarity	0.6493	NPC126709
Remote Similarity	0.6493	NPC265710
Remote Similarity	0.6491	NPC242923
Remote Similarity	0.6486	NPC106771
Remote Similarity	0.6486	NPC205254
Remote Similarity	0.6486	NPC303820
Remote Similarity	0.6486	NPC23420
Remote Similarity	0.6484	NPC57994
Remote Similarity	0.6484	NPC289299
Remote Similarity	0.6482	NPC321911
Remote Similarity	0.6481	NPC175474
Remote Similarity	0.6481	NPC63199
Remote Similarity	0.6481	NPC102338
Remote Similarity	0.6481	NPC111602
Remote Similarity	0.6481	NPC196251
Remote Similarity	0.6479	NPC472104
Remote Similarity	0.6476	NPC478158
Remote Similarity	0.6473	NPC78020
Remote Similarity	0.6468	NPC232798
Remote Similarity	0.6466	NPC281049
Remote Similarity	0.6465	NPC94752
Remote Similarity	0.6465	NPC316069
Remote Similarity	0.6465	NPC66210
Remote Similarity	0.6465	NPC63545
Remote Similarity	0.6463	NPC118940
Remote Similarity	0.6462	NPC73994
Remote Similarity	0.6462	NPC61011
Remote Similarity	0.646	NPC243850
Remote Similarity	0.6457	NPC52909
Remote Similarity	0.6457	NPC475935
Remote Similarity	0.6457	NPC94211
Remote Similarity	0.6456	NPC17751
Remote Similarity	0.6455	NPC245916
Remote Similarity	0.645	NPC177996
Remote Similarity	0.645	NPC147983
Remote Similarity	0.6449	NPC228835
Remote Similarity	0.6445	NPC64436
Remote Similarity	0.6445	NPC111275
Remote Similarity	0.6441	NPC293917
Remote Similarity	0.6439	NPC253687
Remote Similarity	0.6439	NPC194881
Remote Similarity	0.6438	NPC198673
Remote Similarity	0.6435	NPC17059
Remote Similarity	0.6432	NPC191415
Remote Similarity	0.6432	NPC71037
Remote Similarity	0.6432	NPC469811
Remote Similarity	0.6429	NPC473761
Remote Similarity	0.6429	NPC476874
Remote Similarity	0.6425	NPC109447
Remote Similarity	0.6423	NPC77101
Remote Similarity	0.6422	NPC477114
Remote Similarity	0.6422	NPC477591
Remote Similarity	0.6419	NPC320968
Remote Similarity	0.6417	NPC89987
Remote Similarity	0.6416	NPC82053
Remote Similarity	0.6415	NPC283219
Remote Similarity	0.6409	NPC220151
Remote Similarity	0.6409	NPC19692
Remote Similarity	0.6408	NPC149265
Remote Similarity	0.6403	NPC74619
Remote Similarity	0.6402	NPC102755
Remote Similarity	0.6396	NPC168911
Remote Similarity	0.6396	NPC67288
Remote Similarity	0.6396	NPC149708
Remote Similarity	0.6391	NPC153980
Remote Similarity	0.6391	NPC6865
Remote Similarity	0.6389	NPC478077
Remote Similarity	0.6387	NPC107160

Drug Structure

NPD4341 OpenBabel08211705262D 28 31 0 0 1 0 0 0 0 0999 V2000 -2.5734 -0.2706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2314 4.3799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0796 2.6879 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8127 2.0078 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1240 2.3932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7969 -1.8653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2314 2.6478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9309 -1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2314 2.6478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5901 1.0328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6629 -0.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8177 -0.5756 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6179 0.0242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6629 -1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7969 0.1347 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9015 1.4182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2686 1.7818 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9309 -0.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7314 3.5139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9459 1.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2948 0.9556 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5289 -1.8653 0.0000 Br 0 0 0 0 0 0 0 0 0 0 0 0 3.6346 0.7381 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.2946 0.9705 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2658 1.8565 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 -1.2314 4.3799 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7314 3.5139 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 28 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 10 1 0 0 0 0 5 16 2 0 0 0 0 6 8 2 0 0 0 0 6 14 1 0 0 0 0 7 9 1 0 0 0 0 8 18 1 0 0 0 0 9 19 1 0 0 0 0 10 23 2 0 0 0 0 11 14 2 0 0 0 0 11 15 1 0 0 0 0 12 13 2 0 0 0 0 12 26 1 0 0 0 0 13 24 1 0 0 0 0 14 22 1 0 0 0 0 15 18 2 0 0 0 0 15 20 1 0 0 0 0 16 20 1 0 0 0 0 16 23 1 0 0 0 0 17 7 1 6 0 0 0 17 21 1 0 0 0 0 17 25 1 0 0 0 0 18 26 1 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 20 25 2 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006969
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9824461
ChEBI
CAS Number

Drug Properties

Molecular Weight	438.07
ALogP	0.8314
MLogP	3
XLogP	4.429
HDA	6
HBD	0
Rotatable Bonds	8
TPSA	68.85
RO5 Violation	0