NPASS drugs

Drug Information

Drug ID:	NPD7616
Drug Name:	BIBN-99
Molecular Formula:	C31H42ClN5O3
Canonical SMILES:	CCCC(C(=O)N(CCCC1CCN(CC1)CC(=O)N1c2ncccc2N=C(c2c1ccc(c2)Cl)O)CC)(C)C
Standard InCHI:	InChI=1S/C31H42ClN5O3/c1-5-15-31(3,4)30(40)36(6-2)17-8-9-22-13-18-35(19-14-22)21-27(38)37-26-12-11-23(32)20-24(26)29(39)34-25-10-7-16-33-28(25)37/h7,10-12,16,20,22H,5-6,8-9,13-15,17-19,21H2,1-4H3,(H,34,39)
Standard InCHIKey:	LUPAFPUKESJDMZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7616

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	380
0.1-0.2	2844
0.2-0.3	10912
0.3-0.4	12454
0.4-0.5	2027
0.5-0.6	1984
0.6-0.7	289
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	0.6814	NPC147983
Remote Similarity	0.6814	NPC177996
Remote Similarity	0.6752	NPC116622
Remote Similarity	0.6698	NPC94752
Remote Similarity	0.6683	NPC116961
Remote Similarity	0.6667	NPC469938
Remote Similarity	0.6667	NPC474896
Remote Similarity	0.6651	NPC248462
Remote Similarity	0.6651	NPC473763
Remote Similarity	0.6651	NPC117244
Remote Similarity	0.6649	NPC471312
Remote Similarity	0.6638	NPC31097
Remote Similarity	0.6623	NPC272174
Remote Similarity	0.661	NPC477175
Remote Similarity	0.661	NPC470730
Remote Similarity	0.6582	NPC475969
Remote Similarity	0.6582	NPC475859
Remote Similarity	0.6577	NPC471617
Remote Similarity	0.6564	NPC54981
Remote Similarity	0.6558	NPC472289
Remote Similarity	0.6555	NPC150048
Remote Similarity	0.6555	NPC203754
Remote Similarity	0.6555	NPC165743
Remote Similarity	0.6545	NPC212213
Remote Similarity	0.6545	NPC474916
Remote Similarity	0.654	NPC470729
Remote Similarity	0.654	NPC69843
Remote Similarity	0.654	NPC477176
Remote Similarity	0.6537	NPC471130
Remote Similarity	0.6537	NPC471178
Remote Similarity	0.6522	NPC470731
Remote Similarity	0.6522	NPC164664
Remote Similarity	0.652	NPC124542
Remote Similarity	0.652	NPC471177
Remote Similarity	0.652	NPC59779
Remote Similarity	0.652	NPC88970
Remote Similarity	0.6518	NPC473376
Remote Similarity	0.6513	NPC474877
Remote Similarity	0.6507	NPC471663
Remote Similarity	0.6502	NPC477591
Remote Similarity	0.6491	NPC242923
Remote Similarity	0.649	NPC476688
Remote Similarity	0.649	NPC476686
Remote Similarity	0.649	NPC105758
Remote Similarity	0.6468	NPC471132
Remote Similarity	0.6465	NPC254798
Remote Similarity	0.645	NPC470732
Remote Similarity	0.6445	NPC64436
Remote Similarity	0.6444	NPC477177
Remote Similarity	0.6435	NPC282247
Remote Similarity	0.6432	NPC71238
Remote Similarity	0.6429	NPC57398
Remote Similarity	0.6425	NPC98187
Remote Similarity	0.6406	NPC213629
Remote Similarity	0.6398	NPC64216
Remote Similarity	0.6396	NPC239954
Remote Similarity	0.6394	NPC278874
Remote Similarity	0.639	NPC63279
Remote Similarity	0.6385	NPC16659
Remote Similarity	0.6385	NPC24864
Remote Similarity	0.6384	NPC300183
Remote Similarity	0.6373	NPC325599
Remote Similarity	0.6372	NPC228835
Remote Similarity	0.6368	NPC313421
Remote Similarity	0.6368	NPC315804
Remote Similarity	0.6368	NPC313804
Remote Similarity	0.6364	NPC297642
Remote Similarity	0.6364	NPC198673
Remote Similarity	0.6356	NPC328596
Remote Similarity	0.6356	NPC328318
Remote Similarity	0.6348	NPC320968
Remote Similarity	0.6346	NPC56233
Remote Similarity	0.6346	NPC41717
Remote Similarity	0.6345	NPC2497
Remote Similarity	0.6341	NPC171393
Remote Similarity	0.6341	NPC295452
Remote Similarity	0.6338	NPC265710
Remote Similarity	0.6327	NPC471614
Remote Similarity	0.6327	NPC53144
Remote Similarity	0.6327	NPC200836
Remote Similarity	0.6327	NPC315348
Remote Similarity	0.6327	NPC32002
Remote Similarity	0.6323	NPC265576
Remote Similarity	0.6323	NPC168911
Remote Similarity	0.6323	NPC171317
Remote Similarity	0.632	NPC471603
Remote Similarity	0.6318	NPC476491
Remote Similarity	0.6318	NPC186351
Remote Similarity	0.6316	NPC243850
Remote Similarity	0.6311	NPC25899
Remote Similarity	0.6303	NPC208060
Remote Similarity	0.6303	NPC477976
Remote Similarity	0.6293	NPC54744
Remote Similarity	0.6293	NPC129721
Remote Similarity	0.6287	NPC253987
Remote Similarity	0.6283	NPC182507
Remote Similarity	0.6283	NPC211813
Remote Similarity	0.6281	NPC89987
Remote Similarity	0.628	NPC224632
Remote Similarity	0.6279	NPC477891
Remote Similarity	0.6278	NPC472541
Remote Similarity	0.6278	NPC472542
Remote Similarity	0.6274	NPC317054
Remote Similarity	0.6272	NPC317373
Remote Similarity	0.6262	NPC471122
Remote Similarity	0.6261	NPC40455
Remote Similarity	0.6256	NPC29702
Remote Similarity	0.6255	NPC473310
Remote Similarity	0.6255	NPC220852
Remote Similarity	0.625	NPC48938
Remote Similarity	0.625	NPC471609
Remote Similarity	0.625	NPC471194
Remote Similarity	0.625	NPC153980
Remote Similarity	0.625	NPC478182
Remote Similarity	0.625	NPC6865
Remote Similarity	0.625	NPC471193
Remote Similarity	0.625	NPC243058
Remote Similarity	0.6245	NPC285343
Remote Similarity	0.6245	NPC28945
Remote Similarity	0.6238	NPC288445
Remote Similarity	0.6234	NPC19170
Remote Similarity	0.6233	NPC15840
Remote Similarity	0.6233	NPC472540
Remote Similarity	0.6233	NPC470787
Remote Similarity	0.6233	NPC472539
Remote Similarity	0.6228	NPC214827
Remote Similarity	0.6228	NPC327592
Remote Similarity	0.6228	NPC314930
Remote Similarity	0.6222	NPC293917
Remote Similarity	0.6221	NPC285923
Remote Similarity	0.6221	NPC203635
Remote Similarity	0.6221	NPC207851
Remote Similarity	0.622	NPC471124
Remote Similarity	0.6218	NPC312942
Remote Similarity	0.6218	NPC327095
Remote Similarity	0.6215	NPC240088
Remote Similarity	0.6215	NPC473380
Remote Similarity	0.6208	NPC319232
Remote Similarity	0.6208	NPC24370
Remote Similarity	0.6207	NPC72956
Remote Similarity	0.6204	NPC144114
Remote Similarity	0.6202	NPC48192
Remote Similarity	0.6201	NPC475288
Remote Similarity	0.6198	NPC326363
Remote Similarity	0.6192	NPC476817
Remote Similarity	0.6186	NPC475736
Remote Similarity	0.6186	NPC11126
Remote Similarity	0.6183	NPC323244
Remote Similarity	0.6181	NPC314882
Remote Similarity	0.6179	NPC158129
Remote Similarity	0.6178	NPC471311
Remote Similarity	0.6178	NPC471313
Remote Similarity	0.6178	NPC212125
Remote Similarity	0.6178	NPC473640
Remote Similarity	0.6176	NPC473317
Remote Similarity	0.6174	NPC316403
Remote Similarity	0.6172	NPC97367
Remote Similarity	0.6167	NPC475506
Remote Similarity	0.6167	NPC471944
Remote Similarity	0.6164	NPC90415
Remote Similarity	0.6164	NPC478077
Remote Similarity	0.6164	NPC85273
Remote Similarity	0.616	NPC308906
Remote Similarity	0.6157	NPC472259
Remote Similarity	0.6157	NPC297862
Remote Similarity	0.6154	NPC131718
Remote Similarity	0.6154	NPC317752
Remote Similarity	0.6148	NPC328924
Remote Similarity	0.6147	NPC470003
Remote Similarity	0.6147	NPC475024
Remote Similarity	0.6143	NPC477975
Remote Similarity	0.6141	NPC103687
Remote Similarity	0.6141	NPC132631
Remote Similarity	0.614	NPC155143
Remote Similarity	0.614	NPC219848
Remote Similarity	0.614	NPC326575
Remote Similarity	0.6136	NPC17059
Remote Similarity	0.613	NPC315467
Remote Similarity	0.6127	NPC40070
Remote Similarity	0.6125	NPC130570
Remote Similarity	0.6124	NPC133470
Remote Similarity	0.6124	NPC289776
Remote Similarity	0.6124	NPC194881
Remote Similarity	0.6124	NPC191863
Remote Similarity	0.6122	NPC323198
Remote Similarity	0.6119	NPC471323
Remote Similarity	0.6118	NPC281049
Remote Similarity	0.6114	NPC295548
Remote Similarity	0.6111	NPC213468
Remote Similarity	0.6111	NPC75634
Remote Similarity	0.6111	NPC256268
Remote Similarity	0.6111	NPC318299
Remote Similarity	0.6107	NPC315062
Remote Similarity	0.6106	NPC293487
Remote Similarity	0.6104	NPC166492
Remote Similarity	0.6104	NPC473362
Remote Similarity	0.6104	NPC471155
Remote Similarity	0.6104	NPC472538
Remote Similarity	0.6104	NPC54420
Remote Similarity	0.6102	NPC14812

Drug Structure

NPD7616 OpenBabel08211712022D 41 44 0 0 1 0 0 0 0 0999 V2000 12.5395 0.3377 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8074 -3.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.3074 0.2037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3074 0.2037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.5395 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8074 -2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1452 -2.5860 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.2093 -2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3433 -2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3677 -1.6110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4000 1.6046 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1775 0.6297 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4773 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 -2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.6734 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8104 -2.8807 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0754 -2.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.6113 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7452 -2.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7114 1.9900 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.8792 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4773 -2.1623 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.6669 2.2848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4888 1.0151 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3653 -0.9309 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2219 0.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3209 -1.2256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.9414 -1.1623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8074 -0.6623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8894 3.2597 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.5434 -2.2006 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 4.7452 -1.1623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.9414 -2.1623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1472 -0.6623 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.0132 -2.1623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0633 1.6923 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.0754 -0.6623 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0605 1.6175 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 31 1 0 0 0 0 4 31 1 0 0 0 0 5 15 1 0 0 0 0 6 36 1 0 0 0 0 7 10 2 0 0 0 0 7 16 1 0 0 0 0 8 9 1 0 0 0 0 8 17 1 0 0 0 0 9 22 1 0 0 0 0 10 25 1 0 0 0 0 11 12 2 0 0 0 0 11 23 1 0 0 0 0 12 26 1 0 0 0 0 13 18 1 0 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 14 22 1 0 0 0 0 15 31 1 0 0 0 0 16 33 2 0 0 0 0 17 36 1 0 0 0 0 18 35 1 0 0 0 0 19 35 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 21 27 1 0 0 0 0 21 35 1 0 0 0 0 23 32 1 0 0 0 0 24 26 2 0 0 0 0 24 29 1 0 0 0 0 25 28 2 0 0 0 0 25 34 1 0 0 0 0 26 37 1 0 0 0 0 27 37 1 0 0 0 0 27 38 2 0 0 0 0 28 33 1 0 0 0 0 28 37 1 0 0 0 0 29 34 2 0 0 0 0 29 39 1 0 0 0 0 30 31 1 0 0 0 0 30 36 1 0 0 0 0 30 40 2 0 0 0 0 39 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008949
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	567.30
ALogP	-0.5826
MLogP	3.88
XLogP	5.795
HDA	8
HBD	1
Rotatable Bonds	18
TPSA	89.34
RO5 Violation	2