NPASS drugs

Drug Information

Drug ID:	NPD5520
Drug Name:	Bms-754807
Molecular Formula:	C23H24FN9O
Canonical SMILES:	Fc1ccc(cn1)N=C([C@]1(C)CCCN1c1nc(=Nc2n[nH]c(c2)C2CC2)c2n([nH]1)ccc2)O
Standard InCHI:	InChI=1S/C23H24FN9O/c1-23(21(34)26-15-7-8-18(24)25-13-15)9-3-10-32(23)22-28-20(17-4-2-11-33(17)31-22)27-19-12-16(29-30-19)14-5-6-14/h2,4,7-8,11-14H,3,5-6,9-10H2,1H3,(H,26,34)(H2,27,28,29,30,31)/t23-/m0/s1
Standard InCHIKey:	LQVXSNNAFNGRAH-QHCPKHFHSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5520

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	598
0.1-0.2	11362
0.2-0.3	13586
0.3-0.4	2268
0.4-0.5	1636
0.5-0.6	1228
0.6-0.7	212
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	0.6963	NPC120070
Remote Similarity	0.685	NPC471579
Remote Similarity	0.6827	NPC210123
Remote Similarity	0.6748	NPC15102
Remote Similarity	0.6727	NPC54981
Remote Similarity	0.6623	NPC69843
Remote Similarity	0.6618	NPC59269
Remote Similarity	0.6616	NPC470203
Remote Similarity	0.6609	NPC107160
Remote Similarity	0.6601	NPC317054
Remote Similarity	0.6591	NPC71238
Remote Similarity	0.6566	NPC470204
Remote Similarity	0.6553	NPC40530
Remote Similarity	0.6553	NPC314281
Remote Similarity	0.6517	NPC49954
Remote Similarity	0.6517	NPC474561
Remote Similarity	0.6517	NPC49217
Remote Similarity	0.65	NPC317105
Remote Similarity	0.6482	NPC122141
Remote Similarity	0.6481	NPC171317
Remote Similarity	0.6473	NPC471603
Remote Similarity	0.6471	NPC166492
Remote Similarity	0.6471	NPC473362
Remote Similarity	0.6455	NPC473376
Remote Similarity	0.6445	NPC17059
Remote Similarity	0.6429	NPC470233
Remote Similarity	0.6415	NPC213629
Remote Similarity	0.6411	NPC270834
Remote Similarity	0.6408	NPC280852
Remote Similarity	0.6404	NPC63751
Remote Similarity	0.6396	NPC54420
Remote Similarity	0.6394	NPC16659
Remote Similarity	0.6368	NPC282231
Remote Similarity	0.6368	NPC253687
Remote Similarity	0.6368	NPC225018
Remote Similarity	0.6364	NPC233936
Remote Similarity	0.6356	NPC320968
Remote Similarity	0.6355	NPC160105
Remote Similarity	0.6347	NPC23420
Remote Similarity	0.6347	NPC205254
Remote Similarity	0.6347	NPC303820
Remote Similarity	0.6347	NPC106771
Remote Similarity	0.6346	NPC265710
Remote Similarity	0.6339	NPC162860
Remote Similarity	0.6336	NPC130570
Remote Similarity	0.633	NPC265576
Remote Similarity	0.6327	NPC6865
Remote Similarity	0.6327	NPC153980
Remote Similarity	0.6326	NPC473342
Remote Similarity	0.6326	NPC304187
Remote Similarity	0.6326	NPC477166
Remote Similarity	0.6326	NPC477167
Remote Similarity	0.6318	NPC279918
Remote Similarity	0.6318	NPC52909
Remote Similarity	0.6318	NPC475935
Remote Similarity	0.6318	NPC94211
Remote Similarity	0.6311	NPC314603
Remote Similarity	0.6303	NPC228835
Remote Similarity	0.6301	NPC100321
Remote Similarity	0.63	NPC473757
Remote Similarity	0.63	NPC216643
Remote Similarity	0.63	NPC282247
Remote Similarity	0.6288	NPC267811
Remote Similarity	0.6283	NPC72956
Remote Similarity	0.6276	NPC201380
Remote Similarity	0.6276	NPC179787
Remote Similarity	0.6272	NPC250835
Remote Similarity	0.6269	NPC92796
Remote Similarity	0.6269	NPC135141
Remote Similarity	0.6262	NPC472289
Remote Similarity	0.6261	NPC477714
Remote Similarity	0.6256	NPC194640
Remote Similarity	0.6256	NPC162268
Remote Similarity	0.6256	NPC473640
Remote Similarity	0.6256	NPC48938
Remote Similarity	0.625	NPC471506
Remote Similarity	0.6245	NPC472027
Remote Similarity	0.6244	NPC94752
Remote Similarity	0.6244	NPC469308
Remote Similarity	0.6244	NPC321911
Remote Similarity	0.6231	NPC469765
Remote Similarity	0.6231	NPC469763
Remote Similarity	0.6231	NPC25008
Remote Similarity	0.6231	NPC73952
Remote Similarity	0.6231	NPC469786
Remote Similarity	0.6231	NPC469760
Remote Similarity	0.6231	NPC259644
Remote Similarity	0.6228	NPC54744
Remote Similarity	0.6224	NPC63545
Remote Similarity	0.6222	NPC314957
Remote Similarity	0.622	NPC240088
Remote Similarity	0.622	NPC248454
Remote Similarity	0.622	NPC473380
Remote Similarity	0.6219	NPC129721
Remote Similarity	0.6217	NPC238945
Remote Similarity	0.6212	NPC53947
Remote Similarity	0.6209	NPC307191
Remote Similarity	0.62	NPC75540
Remote Similarity	0.62	NPC70922
Remote Similarity	0.62	NPC211572
Remote Similarity	0.62	NPC212376
Remote Similarity	0.62	NPC80597
Remote Similarity	0.6195	NPC107077
Remote Similarity	0.6195	NPC54988
Remote Similarity	0.6195	NPC223791
Remote Similarity	0.6193	NPC469811
Remote Similarity	0.6193	NPC470111
Remote Similarity	0.6192	NPC180504
Remote Similarity	0.619	NPC473310
Remote Similarity	0.619	NPC141377
Remote Similarity	0.6188	NPC103388
Remote Similarity	0.6186	NPC321708
Remote Similarity	0.6184	NPC471194
Remote Similarity	0.6184	NPC471193
Remote Similarity	0.6176	NPC21461
Remote Similarity	0.6176	NPC478182
Remote Similarity	0.6176	NPC478184
Remote Similarity	0.6174	NPC471192
Remote Similarity	0.6173	NPC314372
Remote Similarity	0.6171	NPC475506
Remote Similarity	0.6168	NPC62749
Remote Similarity	0.6168	NPC474707
Remote Similarity	0.6161	NPC91179
Remote Similarity	0.6154	NPC293917
Remote Similarity	0.6154	NPC155444
Remote Similarity	0.615	NPC116555
Remote Similarity	0.615	NPC108011
Remote Similarity	0.615	NPC325903
Remote Similarity	0.6148	NPC39092
Remote Similarity	0.6147	NPC476041
Remote Similarity	0.6147	NPC477715
Remote Similarity	0.6147	NPC304926
Remote Similarity	0.6143	NPC155143
Remote Similarity	0.6142	NPC143872
Remote Similarity	0.614	NPC317030
Remote Similarity	0.614	NPC204565
Remote Similarity	0.6139	NPC236711
Remote Similarity	0.6139	NPC212742
Remote Similarity	0.6138	NPC471322
Remote Similarity	0.6135	NPC194411
Remote Similarity	0.6133	NPC475288
Remote Similarity	0.6127	NPC478185
Remote Similarity	0.6124	NPC469938
Remote Similarity	0.6114	NPC11126
Remote Similarity	0.6111	NPC65215
Remote Similarity	0.6111	NPC173028
Remote Similarity	0.6104	NPC470732
Remote Similarity	0.6104	NPC470731
Remote Similarity	0.6103	NPC163055
Remote Similarity	0.61	NPC469975
Remote Similarity	0.61	NPC158055
Remote Similarity	0.6093	NPC476527
Remote Similarity	0.6092	NPC56109
Remote Similarity	0.6092	NPC191382
Remote Similarity	0.6089	NPC475070
Remote Similarity	0.6089	NPC469785
Remote Similarity	0.6083	NPC231536
Remote Similarity	0.6082	NPC295452
Remote Similarity	0.6082	NPC171393
Remote Similarity	0.6079	NPC87755
Remote Similarity	0.6075	NPC472294
Remote Similarity	0.6075	NPC165495
Remote Similarity	0.6075	NPC284678
Remote Similarity	0.6071	NPC190296
Remote Similarity	0.6067	NPC477176
Remote Similarity	0.6067	NPC470729
Remote Similarity	0.6067	NPC470730
Remote Similarity	0.6067	NPC477175
Remote Similarity	0.6066	NPC68354
Remote Similarity	0.6061	NPC288838
Remote Similarity	0.6059	NPC64216
Remote Similarity	0.6059	NPC469762
Remote Similarity	0.605	NPC105818
Remote Similarity	0.605	NPC24678
Remote Similarity	0.6048	NPC275305
Remote Similarity	0.6048	NPC37423
Remote Similarity	0.6047	NPC308931
Remote Similarity	0.6047	NPC99939
Remote Similarity	0.6043	NPC31385
Remote Similarity	0.6043	NPC75634
Remote Similarity	0.6043	NPC75726
Remote Similarity	0.6043	NPC110602
Remote Similarity	0.6042	NPC475859
Remote Similarity	0.6042	NPC477177
Remote Similarity	0.6042	NPC474877
Remote Similarity	0.6042	NPC475969
Remote Similarity	0.604	NPC476219
Remote Similarity	0.604	NPC476297
Remote Similarity	0.604	NPC477815
Remote Similarity	0.6029	NPC82331
Remote Similarity	0.6029	NPC293487
Remote Similarity	0.6029	NPC475990
Remote Similarity	0.6026	NPC475422
Remote Similarity	0.6019	NPC476118
Remote Similarity	0.6019	NPC311276
Remote Similarity	0.6019	NPC474958
Remote Similarity	0.6017	NPC165743
Remote Similarity	0.6017	NPC89987
Remote Similarity	0.6011	NPC471311
Remote Similarity	0.6011	NPC471313

Drug Structure

NPD5520 OpenBabel08211708292D 37 42 0 0 1 0 0 0 0 0999 V2000 -2.0238 -1.3328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6874 -3.9155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3289 -4.3193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7411 -5.1283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6218 -0.8328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4879 -0.3328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4305 -3.2464 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8213 -3.4155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5254 -2.6270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7558 0.6672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3344 -4.2147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7558 -0.3328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5254 -3.6270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4879 0.6672 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5743 -2.3179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2872 -1.1590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8898 -1.8328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3601 -1.6942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0238 -2.3328 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.3539 1.1672 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.6218 1.1672 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8898 -0.8328 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.2653 -1.3669 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.6180 -1.9021 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5743 -3.9360 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9865 -3.1270 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0292 -2.4373 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 -3.7558 -2.3328 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.2653 -4.8870 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 -0.5352 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6218 -1.8328 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 1 0 0 0 0 2 11 2 0 0 0 0 3 9 1 0 0 0 0 3 10 1 0 0 0 0 4 17 2 0 0 0 0 5 6 1 0 0 0 0 5 14 1 0 0 0 0 6 14 1 0 0 0 0 7 8 2 0 0 0 0 7 15 1 0 0 0 0 8 18 1 0 0 0 0 9 23 1 0 0 0 0 10 32 1 0 0 0 0 11 33 1 0 0 0 0 12 16 2 0 0 0 0 12 19 1 0 0 0 0 13 15 2 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 15 26 1 0 0 0 0 16 29 1 0 0 0 0 17 20 1 0 0 0 0 17 33 1 0 0 0 0 18 24 1 0 0 0 0 18 25 2 0 0 0 0 19 27 1 0 0 0 0 19 30 2 0 0 0 0 20 27 2 3 0 0 0 20 28 1 0 0 0 0 21 23 1 0 0 0 0 21 26 2 3 0 0 0 21 34 1 0 0 0 0 22 28 2 0 0 0 0 22 31 1 0 0 0 0 22 32 1 0 0 0 0 23 1 1 6 0 0 0 23 32 1 0 0 0 0 29 30 1 0 0 0 0 29 35 1 0 0 0 0 31 33 1 0 0 0 0 31 36 1 0 0 0 0 34 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC014870
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24785538
ChEBI
CAS Number

Drug Properties

Molecular Weight	461.21
ALogP	-0.9951
MLogP	2.78
XLogP	4.222
HDA	10
HBD	3
Rotatable Bonds	8
TPSA	119.08
RO5 Violation	0