NPASS drugs

Drug Information

Drug ID:	NPD8004
Drug Name:	L-163017
Molecular Formula:	C36H39N5O5S
Canonical SMILES:	CCCc1nc2c(n1Cc1ccc(cc1)c1ccccc1S(=O)(=O)N=C(OCCC(C)C)O)ncc(c2C)N=C(c1ccccc1)O
Standard InCHI:	InChI=1S/C36H39N5O5S/c1-5-11-32-39-33-25(4)30(38-35(42)28-12-7-6-8-13-28)22-37-34(33)41(32)23-26-16-18-27(19-17-26)29-14-9-10-15-31(29)47(44,45)40-36(43)46-21-20-24(2)3/h6-10,12-19,22,24H,5,11,20-21,23H2,1-4H3,(H,38,42)(H,40,43)
Standard InCHIKey:	WGFOETKPMPCUOG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8004

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	434
0.1-0.2	2506
0.2-0.3	11361
0.3-0.4	12103
0.4-0.5	2355
0.5-0.6	1725
0.6-0.7	400
0.7-0.8	6
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	0.7308	NPC317054
Intermediate Similarity	0.7285	NPC469308
Intermediate Similarity	0.7269	NPC471603
Intermediate Similarity	0.7106	NPC130570
Intermediate Similarity	0.7097	NPC472289
Intermediate Similarity	0.702	NPC39092
Remote Similarity	0.6946	NPC107160
Remote Similarity	0.6793	NPC250178
Remote Similarity	0.6781	NPC242923
Remote Similarity	0.677	NPC474916
Remote Similarity	0.6763	NPC103687
Remote Similarity	0.6763	NPC132631
Remote Similarity	0.6749	NPC116622
Remote Similarity	0.6743	NPC477891
Remote Similarity	0.6712	NPC48938
Remote Similarity	0.6698	NPC208060
Remote Similarity	0.6696	NPC212213
Remote Similarity	0.6667	NPC254762
Remote Similarity	0.6653	NPC21461
Remote Similarity	0.6653	NPC282247
Remote Similarity	0.6653	NPC160666
Remote Similarity	0.6651	NPC105758
Remote Similarity	0.6651	NPC476688
Remote Similarity	0.6651	NPC476686
Remote Similarity	0.6627	NPC470504
Remote Similarity	0.6626	NPC2497
Remote Similarity	0.6623	NPC265576
Remote Similarity	0.6622	NPC324149
Remote Similarity	0.6621	NPC473585
Remote Similarity	0.6605	NPC164664
Remote Similarity	0.6602	NPC150447
Remote Similarity	0.6595	NPC475070
Remote Similarity	0.6591	NPC144114
Remote Similarity	0.6581	NPC477633
Remote Similarity	0.656	NPC150048
Remote Similarity	0.656	NPC203754
Remote Similarity	0.6558	NPC278874
Remote Similarity	0.655	NPC239954
Remote Similarity	0.6548	NPC295452
Remote Similarity	0.6548	NPC171393
Remote Similarity	0.6537	NPC54537
Remote Similarity	0.6532	NPC284678
Remote Similarity	0.6524	NPC470500
Remote Similarity	0.652	NPC198673
Remote Similarity	0.6514	NPC469938
Remote Similarity	0.6506	NPC158055
Remote Similarity	0.6502	NPC265111
Remote Similarity	0.6496	NPC475288
Remote Similarity	0.6494	NPC30540
Remote Similarity	0.6478	NPC69843
Remote Similarity	0.6478	NPC168911
Remote Similarity	0.6471	NPC24864
Remote Similarity	0.6459	NPC472066
Remote Similarity	0.6459	NPC472067
Remote Similarity	0.6459	NPC472031
Remote Similarity	0.6456	NPC5145
Remote Similarity	0.6454	NPC285343
Remote Similarity	0.6453	NPC470505
Remote Similarity	0.6446	NPC308906
Remote Similarity	0.6438	NPC57398
Remote Similarity	0.6432	NPC304926
Remote Similarity	0.6432	NPC476041
Remote Similarity	0.6407	NPC102008
Remote Similarity	0.6398	NPC473362
Remote Similarity	0.6398	NPC166492
Remote Similarity	0.6393	NPC313791
Remote Similarity	0.6393	NPC473317
Remote Similarity	0.6392	NPC477805
Remote Similarity	0.6392	NPC477795
Remote Similarity	0.6392	NPC477806
Remote Similarity	0.6392	NPC477796
Remote Similarity	0.6389	NPC28945
Remote Similarity	0.6382	NPC125597
Remote Similarity	0.638	NPC326575
Remote Similarity	0.6374	NPC63109
Remote Similarity	0.6372	NPC224632
Remote Similarity	0.6372	NPC470203
Remote Similarity	0.6368	NPC211813
Remote Similarity	0.6368	NPC193761
Remote Similarity	0.6364	NPC470111
Remote Similarity	0.6359	NPC98187
Remote Similarity	0.6347	NPC158129
Remote Similarity	0.6343	NPC478182
Remote Similarity	0.6343	NPC311276
Remote Similarity	0.634	NPC53144
Remote Similarity	0.634	NPC200836
Remote Similarity	0.6335	NPC220852
Remote Similarity	0.6333	NPC110602
Remote Similarity	0.6333	NPC75726
Remote Similarity	0.6333	NPC31385
Remote Similarity	0.6327	NPC471506
Remote Similarity	0.6327	NPC216221
Remote Similarity	0.6326	NPC470204
Remote Similarity	0.6318	NPC472068
Remote Similarity	0.6316	NPC313884
Remote Similarity	0.6316	NPC98371
Remote Similarity	0.6311	NPC193267
Remote Similarity	0.6311	NPC213530
Remote Similarity	0.6309	NPC313421
Remote Similarity	0.6308	NPC129721
Remote Similarity	0.6305	NPC156003
Remote Similarity	0.6303	NPC475024
Remote Similarity	0.6301	NPC253987
Remote Similarity	0.6301	NPC91895
Remote Similarity	0.6296	NPC225018
Remote Similarity	0.6291	NPC476219
Remote Similarity	0.629	NPC214980
Remote Similarity	0.6288	NPC473763
Remote Similarity	0.6288	NPC74619
Remote Similarity	0.6288	NPC117244
Remote Similarity	0.6287	NPC238457
Remote Similarity	0.6286	NPC77022
Remote Similarity	0.6283	NPC15102
Remote Similarity	0.6281	NPC250835
Remote Similarity	0.6277	NPC280638
Remote Similarity	0.6267	NPC102423
Remote Similarity	0.6265	NPC6215
Remote Similarity	0.6261	NPC24594
Remote Similarity	0.6261	NPC472122
Remote Similarity	0.6261	NPC134586
Remote Similarity	0.6261	NPC243850
Remote Similarity	0.6261	NPC323927
Remote Similarity	0.6255	NPC251936
Remote Similarity	0.625	NPC131718
Remote Similarity	0.6245	NPC95783
Remote Similarity	0.624	NPC317752
Remote Similarity	0.6239	NPC476167
Remote Similarity	0.6239	NPC477975
Remote Similarity	0.6234	NPC314957
Remote Similarity	0.6234	NPC473178
Remote Similarity	0.6233	NPC469762
Remote Similarity	0.6233	NPC211997
Remote Similarity	0.623	NPC267811
Remote Similarity	0.6226	NPC40070
Remote Similarity	0.6223	NPC267928
Remote Similarity	0.622	NPC295228
Remote Similarity	0.6218	NPC474145
Remote Similarity	0.6218	NPC475841
Remote Similarity	0.6215	NPC115595
Remote Similarity	0.6215	NPC476297
Remote Similarity	0.6215	NPC211572
Remote Similarity	0.6215	NPC80597
Remote Similarity	0.6215	NPC212376
Remote Similarity	0.6215	NPC75540
Remote Similarity	0.6215	NPC70922
Remote Similarity	0.6214	NPC478157
Remote Similarity	0.6211	NPC62510
Remote Similarity	0.6211	NPC477861
Remote Similarity	0.621	NPC160105
Remote Similarity	0.621	NPC49217
Remote Similarity	0.6204	NPC149014
Remote Similarity	0.6204	NPC473310
Remote Similarity	0.6204	NPC293487
Remote Similarity	0.6203	NPC475774
Remote Similarity	0.62	NPC476492
Remote Similarity	0.62	NPC323244
Remote Similarity	0.6198	NPC318299
Remote Similarity	0.6198	NPC193370
Remote Similarity	0.6197	NPC469975
Remote Similarity	0.6197	NPC192315
Remote Similarity	0.6193	NPC317105
Remote Similarity	0.6193	NPC97367
Remote Similarity	0.6193	NPC478184
Remote Similarity	0.619	NPC475969
Remote Similarity	0.619	NPC475859
Remote Similarity	0.619	NPC476451
Remote Similarity	0.6188	NPC280852
Remote Similarity	0.6187	NPC81175
Remote Similarity	0.6186	NPC469785
Remote Similarity	0.6185	NPC19170
Remote Similarity	0.6184	NPC94752
Remote Similarity	0.6183	NPC85273
Remote Similarity	0.6183	NPC123976
Remote Similarity	0.6183	NPC167860
Remote Similarity	0.6182	NPC201700
Remote Similarity	0.6178	NPC300688
Remote Similarity	0.6178	NPC187827
Remote Similarity	0.6178	NPC472105
Remote Similarity	0.6176	NPC214827
Remote Similarity	0.6176	NPC314930
Remote Similarity	0.6175	NPC314954
Remote Similarity	0.6175	NPC33949
Remote Similarity	0.6175	NPC255229
Remote Similarity	0.6175	NPC122141
Remote Similarity	0.6175	NPC81229
Remote Similarity	0.6171	NPC314603
Remote Similarity	0.6168	NPC469763
Remote Similarity	0.6168	NPC469760
Remote Similarity	0.6168	NPC325903
Remote Similarity	0.6168	NPC25008
Remote Similarity	0.6168	NPC469765
Remote Similarity	0.6168	NPC259644
Remote Similarity	0.6168	NPC477634
Remote Similarity	0.6168	NPC469786
Remote Similarity	0.6168	NPC73952
Remote Similarity	0.6167	NPC116555
Remote Similarity	0.6167	NPC82548
Remote Similarity	0.6167	NPC287208
Remote Similarity	0.6165	NPC478006
Remote Similarity	0.6164	NPC329541

Drug Structure

NPD8004 OpenBabel08211712032D 49 53 0 0 0 0 0 0 0 0999 V2000 1.0248 -8.0118 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3614 -7.5660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6939 -7.2687 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9671 -2.6242 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2240 -3.2933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9182 -2.9332 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 -6.3176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4319 -4.2714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1261 -3.9113 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6887 -4.9406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1535 -6.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3829 -4.5805 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8966 -5.9187 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 -6.1097 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -6.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -5.3007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5908 -5.5586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7377 -4.6316 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8477 -6.2277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 -6.7788 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -5.1962 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.5419 -5.8676 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.2850 -5.1985 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 24 1 0 0 0 0 3 24 1 0 0 0 0 4 25 1 0 0 0 0 5 11 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 12 1 0 0 0 0 8 13 2 0 0 0 0 9 10 2 0 0 0 0 9 14 1 0 0 0 0 10 15 1 0 0 0 0 11 32 1 0 0 0 0 12 28 2 0 0 0 0 13 28 1 0 0 0 0 14 29 2 0 0 0 0 15 31 2 0 0 0 0 16 18 1 0 0 0 0 16 26 2 0 0 0 0 17 19 2 0 0 0 0 17 26 1 0 0 0 0 18 27 2 0 0 0 0 19 27 1 0 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 46 1 0 0 0 0 22 30 2 0 0 0 0 22 37 1 0 0 0 0 23 26 1 0 0 0 0 23 41 1 0 0 0 0 25 30 1 0 0 0 0 25 33 2 0 0 0 0 27 29 1 0 0 0 0 28 35 1 0 0 0 0 29 31 1 0 0 0 0 30 38 1 0 0 0 0 31 47 1 0 0 0 0 32 39 2 0 0 0 0 32 41 1 0 0 0 0 33 34 1 0 0 0 0 33 39 1 0 0 0 0 34 37 2 0 0 0 0 34 41 1 0 0 0 0 35 38 2 3 0 0 0 35 42 1 0 0 0 0 36 40 2 3 0 0 0 36 43 1 0 0 0 0 36 46 1 0 0 0 0 40 47 1 0 0 0 0 42 48 1 0 0 0 0 43 49 1 0 0 0 0 44 47 2 0 0 0 0 45 47 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006527
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	653.27
ALogP	-0.2452
MLogP	4.21
XLogP	11.031
HDA	10
HBD	2
Rotatable Bonds	19
TPSA	147.64
RO5 Violation	2