NPASS drugs

Drug Information

Drug ID:	NPD8371
Drug Name:
Molecular Formula:	C43H64FN5O10
Canonical SMILES:	CC[C@H]1OC(=O)[C@@](C)(F)C(=O)[C@H](C)[C@@H](O[C@@H]2O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@](C[C@H](C(=O)[C@@H]([C@@H]2[C@]1(C)OC(=O)N2CCCCn1cnc(c1)c1cccnc1)C)C)(C)OC
Standard InCHI:	InChI=1S/C43H64FN5O10/c1-12-32-43(8)35(49(40(54)59-43)19-14-13-18-48-23-30(46-24-48)29-16-15-17-45-22-29)27(4)33(50)25(2)21-41(6,55-11)37(28(5)36(52)42(7,44)39(53)57-32)58-38-34(51)31(47(9)10)20-26(3)56-38/h15-17,22-28,31-32,34-35,37-38,51H,12-14,18-21H2,1-11H3/t25-,26-,27+,28+,31+,32-,34-,35-,37-,38+,41-,42+,43-/m1/s1
Standard InCHIKey:	RSIQCUSPSFSWMQ-XXTFOGKVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8371

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	295
0.1-0.2	1645
0.2-0.3	7736
0.3-0.4	15921
0.4-0.5	2912
0.5-0.6	1864
0.6-0.7	512
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	0.7333	NPC64216
Intermediate Similarity	0.7195	NPC89987
Intermediate Similarity	0.7173	NPC54744
Intermediate Similarity	0.7114	NPC69843
Intermediate Similarity	0.7077	NPC472436
Remote Similarity	0.6983	NPC281049
Remote Similarity	0.6962	NPC472435
Remote Similarity	0.6946	NPC320968
Remote Similarity	0.6942	NPC238945
Remote Similarity	0.694	NPC149708
Remote Similarity	0.6933	NPC478158
Remote Similarity	0.6923	NPC54537
Remote Similarity	0.691	NPC50997
Remote Similarity	0.691	NPC160127
Remote Similarity	0.6907	NPC473376
Remote Similarity	0.69	NPC473763
Remote Similarity	0.69	NPC117244
Remote Similarity	0.69	NPC472097
Remote Similarity	0.6895	NPC107160
Remote Similarity	0.6894	NPC155143
Remote Similarity	0.686	NPC313640
Remote Similarity	0.6851	NPC475506
Remote Similarity	0.6827	NPC244536
Remote Similarity	0.6825	NPC220852
Remote Similarity	0.6802	NPC253987
Remote Similarity	0.6794	NPC314882
Remote Similarity	0.679	NPC478157
Remote Similarity	0.6787	NPC477633
Remote Similarity	0.6777	NPC75634
Remote Similarity	0.676	NPC476491
Remote Similarity	0.676	NPC476492
Remote Similarity	0.6754	NPC125181
Remote Similarity	0.6754	NPC242872
Remote Similarity	0.6754	NPC263117
Remote Similarity	0.6748	NPC52254
Remote Similarity	0.6746	NPC21461
Remote Similarity	0.6745	NPC285343
Remote Similarity	0.674	NPC477634
Remote Similarity	0.6739	NPC182814
Remote Similarity	0.6736	NPC238457
Remote Similarity	0.6732	NPC158055
Remote Similarity	0.6723	NPC473640
Remote Similarity	0.6722	NPC107077
Remote Similarity	0.6722	NPC223791
Remote Similarity	0.6718	NPC472434
Remote Similarity	0.6707	NPC475271
Remote Similarity	0.6696	NPC469938
Remote Similarity	0.6696	NPC328798
Remote Similarity	0.6696	NPC472323
Remote Similarity	0.6681	NPC127647
Remote Similarity	0.6681	NPC5802
Remote Similarity	0.6681	NPC476874
Remote Similarity	0.6681	NPC62510
Remote Similarity	0.6667	NPC20593
Remote Similarity	0.6667	NPC33949
Remote Similarity	0.6667	NPC315467
Remote Similarity	0.6667	NPC327373
Remote Similarity	0.6667	NPC472846
Remote Similarity	0.6667	NPC325093
Remote Similarity	0.6654	NPC328924
Remote Similarity	0.6653	NPC162860
Remote Similarity	0.6653	NPC157821
Remote Similarity	0.6641	NPC295452
Remote Similarity	0.6641	NPC171393
Remote Similarity	0.664	NPC174788
Remote Similarity	0.664	NPC82070
Remote Similarity	0.6639	NPC276373
Remote Similarity	0.6638	NPC233431
Remote Similarity	0.6638	NPC300139
Remote Similarity	0.6629	NPC478006
Remote Similarity	0.6626	NPC476114
Remote Similarity	0.6624	NPC293917
Remote Similarity	0.6623	NPC78941
Remote Similarity	0.6623	NPC282458
Remote Similarity	0.6614	NPC160666
Remote Similarity	0.6613	NPC313804
Remote Similarity	0.6613	NPC315804
Remote Similarity	0.6609	NPC318020
Remote Similarity	0.6589	NPC478029
Remote Similarity	0.6584	NPC477548
Remote Similarity	0.6582	NPC102008
Remote Similarity	0.6582	NPC321939
Remote Similarity	0.6581	NPC478010
Remote Similarity	0.6581	NPC478009
Remote Similarity	0.657	NPC54420
Remote Similarity	0.6555	NPC474767
Remote Similarity	0.6555	NPC100321
Remote Similarity	0.6552	NPC325775
Remote Similarity	0.655	NPC28945
Remote Similarity	0.6549	NPC475969
Remote Similarity	0.6549	NPC475859
Remote Similarity	0.6548	NPC19170
Remote Similarity	0.6548	NPC233727
Remote Similarity	0.6546	NPC250178
Remote Similarity	0.6545	NPC229348
Remote Similarity	0.6545	NPC221100
Remote Similarity	0.6545	NPC234078
Remote Similarity	0.6542	NPC193761
Remote Similarity	0.6529	NPC277350
Remote Similarity	0.6522	NPC322043
Remote Similarity	0.6516	NPC472752
Remote Similarity	0.6512	NPC478028
Remote Similarity	0.651	NPC470730
Remote Similarity	0.651	NPC477175
Remote Similarity	0.6508	NPC476817
Remote Similarity	0.6507	NPC15840
Remote Similarity	0.6507	NPC314056
Remote Similarity	0.6504	NPC111732
Remote Similarity	0.6502	NPC474905
Remote Similarity	0.6498	NPC323752
Remote Similarity	0.6496	NPC323244
Remote Similarity	0.6496	NPC186351
Remote Similarity	0.6496	NPC475258
Remote Similarity	0.6494	NPC24589
Remote Similarity	0.6494	NPC472119
Remote Similarity	0.6494	NPC471506
Remote Similarity	0.6491	NPC476516
Remote Similarity	0.6489	NPC477795
Remote Similarity	0.6489	NPC477806
Remote Similarity	0.6489	NPC477805
Remote Similarity	0.6489	NPC477796
Remote Similarity	0.6484	NPC474877
Remote Similarity	0.6471	NPC297862
Remote Similarity	0.6468	NPC327095
Remote Similarity	0.6468	NPC312942
Remote Similarity	0.6463	NPC54981
Remote Similarity	0.6462	NPC478012
Remote Similarity	0.6462	NPC478011
Remote Similarity	0.6459	NPC165743
Remote Similarity	0.6457	NPC24370
Remote Similarity	0.6457	NPC319232
Remote Similarity	0.6457	NPC475338
Remote Similarity	0.6457	NPC909
Remote Similarity	0.6453	NPC213629
Remote Similarity	0.6446	NPC476115
Remote Similarity	0.6445	NPC477176
Remote Similarity	0.6445	NPC116622
Remote Similarity	0.6445	NPC470729
Remote Similarity	0.6443	NPC40455
Remote Similarity	0.644	NPC473310
Remote Similarity	0.6439	NPC314176
Remote Similarity	0.6436	NPC478013
Remote Similarity	0.6434	NPC63279
Remote Similarity	0.6426	NPC470731
Remote Similarity	0.642	NPC477177
Remote Similarity	0.642	NPC477906
Remote Similarity	0.6412	NPC99891
Remote Similarity	0.6411	NPC317752
Remote Similarity	0.6409	NPC297642
Remote Similarity	0.6408	NPC116555
Remote Similarity	0.6406	NPC191382
Remote Similarity	0.6406	NPC56109
Remote Similarity	0.6404	NPC14812
Remote Similarity	0.6403	NPC155444
Remote Similarity	0.6395	NPC79062
Remote Similarity	0.6395	NPC472107
Remote Similarity	0.6392	NPC267926
Remote Similarity	0.6392	NPC472762
Remote Similarity	0.6391	NPC471564
Remote Similarity	0.6385	NPC57453
Remote Similarity	0.6384	NPC74619
Remote Similarity	0.6378	NPC266192
Remote Similarity	0.6375	NPC171317
Remote Similarity	0.6371	NPC318299
Remote Similarity	0.6368	NPC235684
Remote Similarity	0.6367	NPC57690
Remote Similarity	0.6367	NPC124029
Remote Similarity	0.6367	NPC211920
Remote Similarity	0.636	NPC147983
Remote Similarity	0.636	NPC177996
Remote Similarity	0.636	NPC470732
Remote Similarity	0.6353	NPC141428
Remote Similarity	0.6352	NPC12944
Remote Similarity	0.6352	NPC470003
Remote Similarity	0.6352	NPC25442
Remote Similarity	0.6346	NPC475426
Remote Similarity	0.6346	NPC35208
Remote Similarity	0.6345	NPC282247
Remote Similarity	0.6345	NPC472291
Remote Similarity	0.6341	NPC71238
Remote Similarity	0.6337	NPC143977
Remote Similarity	0.6335	NPC472845
Remote Similarity	0.6332	NPC317054
Remote Similarity	0.6329	NPC129909
Remote Similarity	0.6322	NPC121327
Remote Similarity	0.632	NPC476493
Remote Similarity	0.6318	NPC57994
Remote Similarity	0.6318	NPC289299
Remote Similarity	0.6314	NPC472289
Remote Similarity	0.6312	NPC253482
Remote Similarity	0.6311	NPC474217
Remote Similarity	0.631	NPC314270
Remote Similarity	0.6309	NPC472104
Remote Similarity	0.6306	NPC477630
Remote Similarity	0.6306	NPC477635
Remote Similarity	0.6305	NPC292517
Remote Similarity	0.6305	NPC179896
Remote Similarity	0.6304	NPC24594
Remote Similarity	0.6304	NPC472122
Remote Similarity	0.6302	NPC477107

Drug Structure

NPD8371 OpenBabel08211713012D 60 64 0 0 1 0 0 0 0 0999 V2000 -2.3164 -0.2428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2552 -3.9655 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5537 -6.4899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6282 -1.2185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3192 -6.1684 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9898 -6.2646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0566 -3.4482 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2502 -1.9830 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6877 -9.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9557 -9.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7918 -5.3968 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3192 -0.3175 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1450 -0.9985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1491 -1.0881 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7291 -0.9003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8707 -0.3874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.7142 -1.9002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5654 -0.0911 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5734 -0.2704 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6877 -7.9899 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8464 -4.6439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9823 -1.8743 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2193 -0.7546 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0743 0.8570 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2803 -3.7430 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.6877 -6.9899 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8464 -1.8420 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8853 -5.2674 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.9973 -0.8744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1388 -0.3615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8217 -8.4899 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8853 -1.2185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.2803 -2.7430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9557 -7.9899 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.0646 -1.2185 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6671 -4.6439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0896 -5.4899 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9557 -6.9899 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1010 -2.7430 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9195 0.3930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0646 -5.2674 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1010 -3.7430 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0896 -0.9960 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.8341 -4.4231 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.8408 -2.3872 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0492 0.6344 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8217 -9.4899 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.5614 -0.0015 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5775 -0.3600 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.2552 -2.5204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0896 -8.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4490 -5.2674 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0759 -2.5204 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1420 1.3680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8908 -5.8307 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8217 -6.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6671 -1.8420 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0896 -6.4899 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7764 -7.9899 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 9 47 1 0 0 0 0 10 47 1 0 0 0 0 11 55 1 0 0 0 0 12 32 1 0 0 0 0 13 14 1 0 0 0 0 13 18 1 0 0 0 0 14 19 1 0 0 0 0 15 16 2 0 0 0 0 15 17 1 0 0 0 0 16 29 1 0 0 0 0 17 45 2 0 0 0 0 18 48 1 0 0 0 0 19 49 1 0 0 0 0 20 26 1 0 0 0 0 20 31 1 0 0 0 0 21 25 1 0 0 0 0 21 41 1 0 0 0 0 22 29 2 0 0 0 0 22 45 1 0 0 0 0 23 30 2 0 0 0 0 23 48 1 0 0 0 0 24 46 2 0 0 0 0 24 48 1 0 0 0 0 25 2 1 6 0 0 0 25 33 1 0 0 0 0 26 3 1 6 0 0 0 26 56 1 0 0 0 0 27 4 1 1 0 0 0 27 33 1 0 0 0 0 27 35 1 0 0 0 0 28 5 1 1 0 0 0 28 36 1 0 0 0 0 28 37 1 0 0 0 0 29 30 1 0 0 0 0 30 46 1 0 0 0 0 31 34 1 0 0 0 0 31 47 1 6 0 0 0 32 43 1 6 0 0 0 32 57 1 0 0 0 0 33 50 2 0 0 0 0 34 38 1 0 0 0 0 34 51 1 1 0 0 0 35 43 1 6 0 0 0 35 49 1 0 0 0 0 36 42 1 0 0 0 0 36 52 2 0 0 0 0 37 41 1 6 0 0 0 37 58 1 0 0 0 0 38 56 1 0 0 0 0 38 58 1 6 0 0 0 39 42 1 0 0 0 0 39 53 2 0 0 0 0 39 57 1 0 0 0 0 40 49 1 0 0 0 0 40 54 2 0 0 0 0 40 59 1 0 0 0 0 41 6 1 6 0 0 0 41 55 1 0 0 0 0 42 7 1 1 0 0 0 42 44 1 0 0 0 0 43 8 1 6 0 0 0 43 59 1 0 0 0 0 51 60 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009387
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918484
ChEBI
CAS Number

Drug Properties

Molecular Weight	829.46
ALogP	-0.5981
MLogP	4.43
XLogP	3.392
HDA	15
HBD	1
Rotatable Bonds	24
TPSA	171.85
RO5 Violation	2