NPASS drugs

Drug Information

Drug ID:	NPD6718
Drug Name:	L-695256
Molecular Formula:	C27H23N3O5
Canonical SMILES:	C[n+]1ccn(c1)Cc1ccc2c(c1)C(=O)c1c2cc(cc1)C1=C(C(=O)[O-])N2[C@H](C1)[C@H](C2=O)[C@H](O)C
Standard InCHI:	InChI=1S/C27H23N3O5/c1-14(31)23-22-11-19(24(27(34)35)30(22)26(23)33)16-4-6-18-20(10-16)17-5-3-15(9-21(17)25(18)32)12-29-8-7-28(2)13-29/h3-10,13-14,22-23,31H,11-12H2,1-2H3/t14-,22-,23-/m1/s1
Standard InCHIKey:	ZPXTVRPOCJUEHR-BQKRCXSJSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6718

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	255
0.1-0.2	1261
0.2-0.3	5662
0.3-0.4	15839
0.4-0.5	5643
0.5-0.6	2055
0.6-0.7	175
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	0.6987	NPC238945
Remote Similarity	0.6892	NPC54537
Remote Similarity	0.6612	NPC328924
Remote Similarity	0.6598	NPC116622
Remote Similarity	0.6583	NPC323244
Remote Similarity	0.6552	NPC242923
Remote Similarity	0.6552	NPC54981
Remote Similarity	0.6529	NPC69843
Remote Similarity	0.6527	NPC476817
Remote Similarity	0.6516	NPC220852
Remote Similarity	0.6511	NPC147983
Remote Similarity	0.6511	NPC177996
Remote Similarity	0.6496	NPC54744
Remote Similarity	0.6447	NPC300183
Remote Similarity	0.6437	NPC285343
Remote Similarity	0.6435	NPC473376
Remote Similarity	0.6422	NPC71238
Remote Similarity	0.6419	NPC57398
Remote Similarity	0.6416	NPC472541
Remote Similarity	0.6416	NPC472542
Remote Similarity	0.6408	NPC89987
Remote Similarity	0.639	NPC64216
Remote Similarity	0.6388	NPC474916
Remote Similarity	0.6372	NPC472539
Remote Similarity	0.6372	NPC472540
Remote Similarity	0.6372	NPC470787
Remote Similarity	0.6371	NPC471192
Remote Similarity	0.6356	NPC282247
Remote Similarity	0.6351	NPC133782
Remote Similarity	0.6351	NPC144474
Remote Similarity	0.6351	NPC527
Remote Similarity	0.6345	NPC244425
Remote Similarity	0.6345	NPC15384
Remote Similarity	0.6343	NPC469938
Remote Similarity	0.6332	NPC74619
Remote Similarity	0.6325	NPC162860
Remote Similarity	0.6325	NPC478158
Remote Similarity	0.632	NPC98715
Remote Similarity	0.6316	NPC477041
Remote Similarity	0.6316	NPC477044
Remote Similarity	0.6314	NPC471194
Remote Similarity	0.6314	NPC153980
Remote Similarity	0.6314	NPC6865
Remote Similarity	0.6314	NPC471193
Remote Similarity	0.6309	NPC225821
Remote Similarity	0.6309	NPC46225
Remote Similarity	0.6305	NPC28945
Remote Similarity	0.6301	NPC474877
Remote Similarity	0.6301	NPC475969
Remote Similarity	0.6301	NPC475859
Remote Similarity	0.6292	NPC308906
Remote Similarity	0.6282	NPC127677
Remote Similarity	0.6282	NPC258062
Remote Similarity	0.6276	NPC471197
Remote Similarity	0.6271	NPC72956
Remote Similarity	0.6267	NPC473763
Remote Similarity	0.6267	NPC117244
Remote Similarity	0.626	NPC477176
Remote Similarity	0.626	NPC470729
Remote Similarity	0.626	NPC477175
Remote Similarity	0.626	NPC470730
Remote Similarity	0.625	NPC281049
Remote Similarity	0.625	NPC469975
Remote Similarity	0.625	NPC471198
Remote Similarity	0.625	NPC63279
Remote Similarity	0.6239	NPC54420
Remote Similarity	0.6235	NPC477177
Remote Similarity	0.6225	NPC297642
Remote Similarity	0.6224	NPC313804
Remote Similarity	0.6224	NPC315804
Remote Similarity	0.6223	NPC477043
Remote Similarity	0.6217	NPC477045
Remote Similarity	0.6213	NPC116555
Remote Similarity	0.621	NPC165743
Remote Similarity	0.6208	NPC267811
Remote Similarity	0.6206	NPC295452
Remote Similarity	0.6206	NPC171393
Remote Similarity	0.6203	NPC320968
Remote Similarity	0.6192	NPC478157
Remote Similarity	0.6188	NPC101676
Remote Similarity	0.6186	NPC271862
Remote Similarity	0.618	NPC295548
Remote Similarity	0.6179	NPC476491
Remote Similarity	0.6178	NPC314882
Remote Similarity	0.6176	NPC75634
Remote Similarity	0.6176	NPC87856
Remote Similarity	0.6176	NPC151976
Remote Similarity	0.6173	NPC2395
Remote Similarity	0.617	NPC472538
Remote Similarity	0.6167	NPC470731
Remote Similarity	0.6167	NPC204491
Remote Similarity	0.6167	NPC203614
Remote Similarity	0.6167	NPC470732
Remote Similarity	0.6164	NPC475506
Remote Similarity	0.6163	NPC235885
Remote Similarity	0.6163	NPC245756
Remote Similarity	0.6161	NPC94752
Remote Similarity	0.6154	NPC24864
Remote Similarity	0.6151	NPC267965
Remote Similarity	0.6148	NPC253987
Remote Similarity	0.6148	NPC312942
Remote Similarity	0.6148	NPC327095
Remote Similarity	0.6145	NPC477633
Remote Similarity	0.6144	NPC285192
Remote Similarity	0.6143	NPC285923
Remote Similarity	0.6143	NPC207851
Remote Similarity	0.6138	NPC319232
Remote Similarity	0.6138	NPC24370
Remote Similarity	0.6137	NPC155143
Remote Similarity	0.6128	NPC315467
Remote Similarity	0.6128	NPC225400
Remote Similarity	0.6125	NPC477979
Remote Similarity	0.6122	NPC229893
Remote Similarity	0.6122	NPC40455
Remote Similarity	0.612	NPC70155
Remote Similarity	0.6119	NPC469529
Remote Similarity	0.6118	NPC107077
Remote Similarity	0.6118	NPC223791
Remote Similarity	0.6116	NPC477118
Remote Similarity	0.6116	NPC476341
Remote Similarity	0.6114	NPC195239
Remote Similarity	0.6114	NPC157828
Remote Similarity	0.6107	NPC63109
Remote Similarity	0.6102	NPC470786
Remote Similarity	0.6102	NPC471155
Remote Similarity	0.61	NPC132211
Remote Similarity	0.6099	NPC161143
Remote Similarity	0.6098	NPC19170
Remote Similarity	0.6094	NPC471944
Remote Similarity	0.6089	NPC477634
Remote Similarity	0.6089	NPC477120
Remote Similarity	0.6087	NPC11445
Remote Similarity	0.6084	NPC478006
Remote Similarity	0.6083	NPC229348
Remote Similarity	0.6078	NPC81535
Remote Similarity	0.6078	NPC123395
Remote Similarity	0.6076	NPC270241
Remote Similarity	0.6074	NPC472285
Remote Similarity	0.6073	NPC477976
Remote Similarity	0.6071	NPC228835
Remote Similarity	0.6071	NPC46895
Remote Similarity	0.607	NPC477420
Remote Similarity	0.607	NPC477418
Remote Similarity	0.6066	NPC272174
Remote Similarity	0.6063	NPC472207
Remote Similarity	0.6061	NPC471199
Remote Similarity	0.6059	NPC238457
Remote Similarity	0.6057	NPC147446
Remote Similarity	0.6052	NPC470279
Remote Similarity	0.6048	NPC186351
Remote Similarity	0.6047	NPC107836
Remote Similarity	0.6045	NPC478010
Remote Similarity	0.6045	NPC478009
Remote Similarity	0.6043	NPC280638
Remote Similarity	0.6043	NPC317701
Remote Similarity	0.6041	NPC474896
Remote Similarity	0.6038	NPC14812
Remote Similarity	0.6036	NPC475761
Remote Similarity	0.6034	NPC473640
Remote Similarity	0.6034	NPC243850
Remote Similarity	0.6033	NPC62995
Remote Similarity	0.6025	NPC123839
Remote Similarity	0.6024	NPC297862
Remote Similarity	0.6024	NPC156003
Remote Similarity	0.6017	NPC472116
Remote Similarity	0.6017	NPC233431
Remote Similarity	0.6017	NPC300139
Remote Similarity	0.6016	NPC31097
Remote Similarity	0.6009	NPC293917
Remote Similarity	0.6009	NPC471195
Remote Similarity	0.6009	NPC471196
Remote Similarity	0.6008	NPC476524
Remote Similarity	0.6008	NPC266249
Remote Similarity	0.6	NPC328318
Remote Similarity	0.6	NPC328596
Remote Similarity	0.5992	NPC323752
Remote Similarity	0.5992	NPC75179
Remote Similarity	0.5991	NPC472323
Remote Similarity	0.5991	NPC474081
Remote Similarity	0.5975	NPC118940
Remote Similarity	0.5975	NPC165599
Remote Similarity	0.5974	NPC202812
Remote Similarity	0.5974	NPC239660
Remote Similarity	0.5974	NPC106235
Remote Similarity	0.597	NPC314056
Remote Similarity	0.597	NPC263117
Remote Similarity	0.597	NPC242872
Remote Similarity	0.597	NPC125181
Remote Similarity	0.5968	NPC170751
Remote Similarity	0.5968	NPC141428
Remote Similarity	0.5966	NPC171317
Remote Similarity	0.5957	NPC471448
Remote Similarity	0.5955	NPC355
Remote Similarity	0.5953	NPC80681
Remote Similarity	0.595	NPC317752
Remote Similarity	0.5949	NPC314648
Remote Similarity	0.5949	NPC472259
Remote Similarity	0.5948	NPC79356
Remote Similarity	0.5948	NPC102592
Remote Similarity	0.5946	NPC475607

Drug Structure

NPD6718 OpenBabel08211710072D 36 41 0 0 1 0 0 0 0 0999 V2000 1.4699 -5.9097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8122 6.0732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7896 1.3197 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7440 0.0771 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0124 0.6904 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4852 1.0431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5070 5.5225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9609 4.6315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6995 2.6658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0710 -0.3711 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6664 -2.3730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4103 2.9367 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3628 4.3784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9699 -5.0437 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6331 2.3074 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0369 -0.6300 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0788 1.0488 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5193 1.3019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2957 -1.5959 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1878 0.5948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9224 2.0365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.2111 -3.2117 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.4699 -4.1776 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2293 -1.9543 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0653 2.1929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4358 -3.9188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0680 -1.4096 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5193 5.3661 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 -3.2538 3.9244 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1770 -2.9529 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0301 -5.0437 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5193 3.0839 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.3018 -4.4188 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0156 -0.4110 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9590 -1.8636 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -0.5301 -5.9097 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 28 1 0 0 0 0 3 5 2 0 0 0 0 3 15 1 0 0 0 0 4 6 2 0 0 0 0 4 16 1 0 0 0 0 5 17 1 0 0 0 0 6 18 1 0 0 0 0 7 8 2 0 0 0 0 7 28 1 0 0 0 0 8 29 1 0 0 0 0 9 15 2 0 0 0 0 9 21 1 0 0 0 0 10 16 2 0 0 0 0 10 20 1 0 0 0 0 11 19 1 0 0 0 0 12 15 1 0 0 0 0 12 29 1 0 0 0 0 13 28 2 0 0 0 0 13 29 1 0 0 0 0 14 1 1 1 0 0 0 14 31 1 0 0 0 0 16 19 1 0 0 0 0 17 20 1 0 0 0 0 17 21 2 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 24 2 0 0 0 0 21 25 1 0 0 0 0 22 11 1 1 0 0 0 22 23 1 0 0 0 0 22 30 1 0 0 0 0 23 14 1 6 0 0 0 23 26 1 0 0 0 0 24 27 1 0 0 0 0 24 30 1 0 0 0 0 25 32 2 0 0 0 0 26 30 1 0 0 0 0 26 33 2 0 0 0 0 27 34 2 0 0 0 0 27 35 1 0 0 0 0 31 36 1 0 0 0 0 M CHG 2 28 1 35 -1 M END $$$$

External Identifiers

TTD	DIB000580
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	469.16
ALogP	-3.8997
MLogP	3.55
XLogP	2.208
HDA	7
HBD	1
Rotatable Bonds	9
TPSA	106.55
RO5 Violation	0