NPASS drugs

Drug Information

Drug ID:	NPD7694
Drug Name:	BIBS-39
Molecular Formula:	C32H36N4O3
Canonical SMILES:	CCCCc1nc2c(n1Cc1ccc(cc1)c1ccccc1C(=O)O)cc(cc2)NC(=NC1CCCCC1)O
Standard InCHI:	InChI=1S/C32H36N4O3/c1-2-3-13-30-35-28-19-18-25(34-32(39)33-24-9-5-4-6-10-24)20-29(28)36(30)21-22-14-16-23(17-15-22)26-11-7-8-12-27(26)31(37)38/h7-8,11-12,14-20,24H,2-6,9-10,13,21H2,1H3,(H,37,38)(H2,33,34,39)
Standard InCHIKey:	OLQFKFSAJNUOPT-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD7694

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	374
0.1-0.2	2109
0.2-0.3	9708
0.3-0.4	12304
0.4-0.5	3800
0.5-0.6	1920
0.6-0.7	670
0.7-0.8	5
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	0.7297	NPC243850
Intermediate Similarity	0.7248	NPC474916
Intermediate Similarity	0.7119	NPC116622
Intermediate Similarity	0.7056	NPC476341
Intermediate Similarity	0.704	NPC63109
Remote Similarity	0.6996	NPC471944
Remote Similarity	0.697	NPC62995
Remote Similarity	0.6963	NPC243058
Remote Similarity	0.6957	NPC282247
Remote Similarity	0.694	NPC267811
Remote Similarity	0.6913	NPC6865
Remote Similarity	0.6913	NPC153980
Remote Similarity	0.6898	NPC295452
Remote Similarity	0.6898	NPC171393
Remote Similarity	0.6892	NPC141454
Remote Similarity	0.6891	NPC187145
Remote Similarity	0.6889	NPC57398
Remote Similarity	0.6883	NPC31700
Remote Similarity	0.6877	NPC74619
Remote Similarity	0.6872	NPC471191
Remote Similarity	0.687	NPC72956
Remote Similarity	0.6866	NPC90415
Remote Similarity	0.6852	NPC203635
Remote Similarity	0.6822	NPC474896
Remote Similarity	0.681	NPC250448
Remote Similarity	0.6809	NPC48317
Remote Similarity	0.6793	NPC31097
Remote Similarity	0.6787	NPC272458
Remote Similarity	0.6786	NPC102008
Remote Similarity	0.6776	NPC219848
Remote Similarity	0.6767	NPC471194
Remote Similarity	0.6767	NPC471193
Remote Similarity	0.6752	NPC471192
Remote Similarity	0.6744	NPC256268
Remote Similarity	0.6739	NPC116555
Remote Similarity	0.6723	NPC220851
Remote Similarity	0.6712	NPC17273
Remote Similarity	0.6712	NPC141612
Remote Similarity	0.6712	NPC135601
Remote Similarity	0.6711	NPC165599
Remote Similarity	0.6709	NPC272174
Remote Similarity	0.6697	NPC21429
Remote Similarity	0.6695	NPC229893
Remote Similarity	0.6695	NPC471603
Remote Similarity	0.6692	NPC77101
Remote Similarity	0.6682	NPC477891
Remote Similarity	0.6682	NPC278434
Remote Similarity	0.6681	NPC177996
Remote Similarity	0.6681	NPC322064
Remote Similarity	0.6681	NPC147983
Remote Similarity	0.668	NPC323244
Remote Similarity	0.6653	NPC27041
Remote Similarity	0.6653	NPC107836
Remote Similarity	0.6636	NPC208060
Remote Similarity	0.6625	NPC130570
Remote Similarity	0.6623	NPC471155
Remote Similarity	0.6622	NPC245916
Remote Similarity	0.6612	NPC476491
Remote Similarity	0.6605	NPC317054
Remote Similarity	0.6598	NPC313884
Remote Similarity	0.6598	NPC98371
Remote Similarity	0.6595	NPC71238
Remote Similarity	0.6595	NPC270241
Remote Similarity	0.6584	NPC33949
Remote Similarity	0.6584	NPC156003
Remote Similarity	0.658	NPC225400
Remote Similarity	0.6578	NPC195314
Remote Similarity	0.6571	NPC267078
Remote Similarity	0.6571	NPC935
Remote Similarity	0.6571	NPC328924
Remote Similarity	0.6557	NPC69843
Remote Similarity	0.6552	NPC472538
Remote Similarity	0.6552	NPC470786
Remote Similarity	0.6552	NPC244741
Remote Similarity	0.655	NPC54537
Remote Similarity	0.6547	NPC83111
Remote Similarity	0.6545	NPC285923
Remote Similarity	0.6545	NPC474357
Remote Similarity	0.6542	NPC473317
Remote Similarity	0.6537	NPC473376
Remote Similarity	0.6537	NPC114209
Remote Similarity	0.6537	NPC314648
Remote Similarity	0.6532	NPC28945
Remote Similarity	0.6532	NPC254762
Remote Similarity	0.6531	NPC477633
Remote Similarity	0.653	NPC144114
Remote Similarity	0.6528	NPC469938
Remote Similarity	0.6524	NPC266249
Remote Similarity	0.6513	NPC312645
Remote Similarity	0.6512	NPC476688
Remote Similarity	0.6512	NPC105758
Remote Similarity	0.6512	NPC476686
Remote Similarity	0.6511	NPC82370
Remote Similarity	0.6511	NPC54981
Remote Similarity	0.65	NPC470205
Remote Similarity	0.6498	NPC478157
Remote Similarity	0.6498	NPC477979
Remote Similarity	0.6498	NPC471743
Remote Similarity	0.6496	NPC284102
Remote Similarity	0.6495	NPC278874
Remote Similarity	0.649	NPC472844
Remote Similarity	0.6486	NPC160381
Remote Similarity	0.6486	NPC478006
Remote Similarity	0.6484	NPC88110
Remote Similarity	0.6483	NPC118940
Remote Similarity	0.6475	NPC157931
Remote Similarity	0.6468	NPC123839
Remote Similarity	0.6463	NPC470323
Remote Similarity	0.6461	NPC125597
Remote Similarity	0.646	NPC45850
Remote Similarity	0.6456	NPC89508
Remote Similarity	0.6449	NPC471762
Remote Similarity	0.6447	NPC473814
Remote Similarity	0.6447	NPC78767
Remote Similarity	0.6444	NPC138370
Remote Similarity	0.6439	NPC478009
Remote Similarity	0.6439	NPC478010
Remote Similarity	0.6438	NPC213468
Remote Similarity	0.6438	NPC313796
Remote Similarity	0.6438	NPC313345
Remote Similarity	0.6438	NPC315638
Remote Similarity	0.6438	NPC314855
Remote Similarity	0.6437	NPC132329
Remote Similarity	0.6434	NPC2497
Remote Similarity	0.6429	NPC102338
Remote Similarity	0.6429	NPC63199
Remote Similarity	0.6429	NPC196251
Remote Similarity	0.6429	NPC472289
Remote Similarity	0.6429	NPC175474
Remote Similarity	0.6429	NPC321708
Remote Similarity	0.6429	NPC111602
Remote Similarity	0.6423	NPC326363
Remote Similarity	0.6422	NPC98715
Remote Similarity	0.6417	NPC473310
Remote Similarity	0.6417	NPC469734
Remote Similarity	0.6413	NPC62749
Remote Similarity	0.6413	NPC94752
Remote Similarity	0.641	NPC315545
Remote Similarity	0.641	NPC477065
Remote Similarity	0.641	NPC314297
Remote Similarity	0.6408	NPC257851
Remote Similarity	0.6407	NPC300183
Remote Similarity	0.64	NPC324091
Remote Similarity	0.64	NPC285343
Remote Similarity	0.64	NPC329858
Remote Similarity	0.6395	NPC132539
Remote Similarity	0.6395	NPC314882
Remote Similarity	0.6391	NPC192674
Remote Similarity	0.6382	NPC66777
Remote Similarity	0.6381	NPC476219
Remote Similarity	0.638	NPC113626
Remote Similarity	0.6375	NPC246658
Remote Similarity	0.6375	NPC469727
Remote Similarity	0.6371	NPC89987
Remote Similarity	0.6371	NPC242923
Remote Similarity	0.6368	NPC133003
Remote Similarity	0.6367	NPC319232
Remote Similarity	0.6367	NPC24370
Remote Similarity	0.6364	NPC219336
Remote Similarity	0.6364	NPC39092
Remote Similarity	0.6364	NPC313985
Remote Similarity	0.6364	NPC49196
Remote Similarity	0.6364	NPC195461
Remote Similarity	0.6364	NPC81654
Remote Similarity	0.6364	NPC249150
Remote Similarity	0.6364	NPC79129
Remote Similarity	0.636	NPC157828
Remote Similarity	0.636	NPC181502
Remote Similarity	0.636	NPC195239
Remote Similarity	0.636	NPC220151
Remote Similarity	0.636	NPC19692
Remote Similarity	0.636	NPC93390
Remote Similarity	0.636	NPC85066
Remote Similarity	0.6356	NPC183805
Remote Similarity	0.6353	NPC178858
Remote Similarity	0.6352	NPC295548
Remote Similarity	0.6349	NPC472207
Remote Similarity	0.6348	NPC131887
Remote Similarity	0.6348	NPC50503
Remote Similarity	0.6348	NPC265576
Remote Similarity	0.6345	NPC75634
Remote Similarity	0.634	NPC46225
Remote Similarity	0.634	NPC315467
Remote Similarity	0.634	NPC225821
Remote Similarity	0.6338	NPC322644
Remote Similarity	0.6333	NPC330009
Remote Similarity	0.6333	NPC469928
Remote Similarity	0.6332	NPC11445
Remote Similarity	0.6332	NPC472116
Remote Similarity	0.6329	NPC124086
Remote Similarity	0.6329	NPC314834
Remote Similarity	0.6327	NPC206967
Remote Similarity	0.6327	NPC314333
Remote Similarity	0.6326	NPC471130
Remote Similarity	0.6325	NPC475070
Remote Similarity	0.632	NPC325976
Remote Similarity	0.632	NPC263937
Remote Similarity	0.632	NPC94428
Remote Similarity	0.6318	NPC317752
Remote Similarity	0.6318	NPC217372

Drug Structure

NPD7694 OpenBabel08211712032D 42 46 0 0 0 0 0 0 0 0999 V2000 -3.0385 2.5952 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2953 1.9260 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5032 0.9479 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0014 -3.6323 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0232 -3.4244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6705 -2.8891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7142 -2.4733 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3615 -1.9381 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7601 0.2788 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 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 2.1473 2.0741 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1691 2.2820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7872 0.3799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 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 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3833 -1.7302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4563 1.1230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 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 0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 0.5878 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 3.7435 -0.0359 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0743 -0.7791 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4344 0.9151 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 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 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7216 -0.2439 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1036 1.6583 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.0306 -1.1949 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 3 1 0 0 0 0 3 13 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 7 8 2 0 0 0 0 7 11 1 0 0 0 0 8 12 1 0 0 0 0 9 24 1 0 0 0 0 10 24 1 0 0 0 0 11 26 2 0 0 0 0 12 27 2 0 0 0 0 13 30 1 0 0 0 0 14 16 1 0 0 0 0 14 22 2 0 0 0 0 15 17 2 0 0 0 0 15 22 1 0 0 0 0 16 23 2 0 0 0 0 17 23 1 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 28 1 0 0 0 0 20 25 2 0 0 0 0 20 29 1 0 0 0 0 21 22 1 0 0 0 0 21 36 1 0 0 0 0 23 26 1 0 0 0 0 24 33 1 0 0 0 0 25 34 1 0 0 0 0 26 27 1 0 0 0 0 27 31 1 0 0 0 0 28 29 2 0 0 0 0 28 35 1 0 0 0 0 29 36 1 0 0 0 0 30 35 2 0 0 0 0 30 36 1 0 0 0 0 31 37 2 0 0 0 0 31 38 1 0 0 0 0 32 33 2 3 0 0 0 32 34 1 0 0 0 0 32 39 1 0 0 0 0 34 40 1 0 0 0 0 38 41 1 0 0 0 0 39 42 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014128
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	524.28
ALogP	-2.7047
MLogP	4.21
XLogP	10.162
HDA	7
HBD	3
Rotatable Bonds	13
TPSA	99.74
RO5 Violation	1