NPASS drugs

Drug Information

Drug ID:	NPD8338
Drug Name:	Spinosad
Molecular Formula:	C42H67NO9
Canonical SMILES:	CC[C@H]1CCC[C@H](O[C@H]2CC[C@@H]([C@H](O2)C)N(C)C)[C@@H](C)C(=O)C2=C[C@@H]3[C@H]([C@@H]2CC(=O)O1)C=C[C@H]1[C@H]3C[C@@H](C1)O[C@@H]1C[C@@H](C)[C@@H]([C@H]([C@H]1OC)OC)OC
Standard InCHI:	InChI=1S/C42H67NO9/c1-10-27-12-11-13-35(52-38-17-16-34(43(5)6)25(4)49-38)24(3)39(45)33-21-31-29(32(33)22-37(44)51-27)15-14-26-19-28(20-30(26)31)50-36-18-23(2)40(46-7)42(48-9)41(36)47-8/h14-15,21,23-32,34-36,38,40-42H,10-13,16-20,22H2,1-9H3/t23-,24-,25-,26-,27+,28-,29-,30-,31-,32+,34+,35+,36-,38+,40+,41+,42-/m1/s1
Standard InCHIKey:	SRYYCRXKYKWXDQ-PTGKCMAJSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD8338

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	109
0.1-0.2	662
0.2-0.3	2975
0.3-0.4	9087
0.4-0.5	10893
0.5-0.6	5622
0.6-0.7	1530
0.7-0.8	12
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	0.7364	NPC261750
Intermediate Similarity	0.7364	NPC1111
Intermediate Similarity	0.7333	NPC314629
Intermediate Similarity	0.7319	NPC315387
Intermediate Similarity	0.7319	NPC316205
Intermediate Similarity	0.7231	NPC60432
Intermediate Similarity	0.7143	NPC6531
Intermediate Similarity	0.7092	NPC316401
Intermediate Similarity	0.7068	NPC30196
Intermediate Similarity	0.7068	NPC243981
Intermediate Similarity	0.7021	NPC471170
Intermediate Similarity	0.7014	NPC243902
Remote Similarity	0.6986	NPC180770
Remote Similarity	0.6986	NPC302276
Remote Similarity	0.6978	NPC47113
Remote Similarity	0.6978	NPC174367
Remote Similarity	0.6972	NPC472769
Remote Similarity	0.6972	NPC139585
Remote Similarity	0.6972	NPC189393
Remote Similarity	0.6972	NPC90814
Remote Similarity	0.6959	NPC803
Remote Similarity	0.695	NPC175186
Remote Similarity	0.695	NPC104382
Remote Similarity	0.6934	NPC204731
Remote Similarity	0.6906	NPC313333
Remote Similarity	0.6906	NPC313342
Remote Similarity	0.6906	NPC314512
Remote Similarity	0.6906	NPC314451
Remote Similarity	0.6892	NPC162910
Remote Similarity	0.6879	NPC245094
Remote Similarity	0.6875	NPC76999
Remote Similarity	0.6866	NPC116024
Remote Similarity	0.6861	NPC241192
Remote Similarity	0.6838	NPC234522
Remote Similarity	0.6838	NPC239293
Remote Similarity	0.6835	NPC316133
Remote Similarity	0.6835	NPC318445
Remote Similarity	0.6831	NPC476966
Remote Similarity	0.6831	NPC472770
Remote Similarity	0.6828	NPC75318
Remote Similarity	0.6828	NPC99864
Remote Similarity	0.6818	NPC470529
Remote Similarity	0.6818	NPC470527
Remote Similarity	0.6818	NPC470528
Remote Similarity	0.6818	NPC470532
Remote Similarity	0.6818	NPC470533
Remote Similarity	0.6818	NPC470531
Remote Similarity	0.6818	NPC470530
Remote Similarity	0.6812	NPC202051
Remote Similarity	0.6809	NPC314282
Remote Similarity	0.6809	NPC42399
Remote Similarity	0.68	NPC298469
Remote Similarity	0.68	NPC193579
Remote Similarity	0.68	NPC141669
Remote Similarity	0.6797	NPC298005
Remote Similarity	0.6797	NPC36463
Remote Similarity	0.6791	NPC320118
Remote Similarity	0.6791	NPC260665
Remote Similarity	0.6788	NPC161065
Remote Similarity	0.6783	NPC201359
Remote Similarity	0.6781	NPC145899
Remote Similarity	0.6767	NPC250481
Remote Similarity	0.6767	NPC263827
Remote Similarity	0.6767	NPC285410
Remote Similarity	0.6761	NPC311534
Remote Similarity	0.6759	NPC120420
Remote Similarity	0.6759	NPC477072
Remote Similarity	0.6755	NPC298067
Remote Similarity	0.6755	NPC214821
Remote Similarity	0.6742	NPC118225
Remote Similarity	0.6736	NPC180902
Remote Similarity	0.6736	NPC475472
Remote Similarity	0.6736	NPC471855
Remote Similarity	0.6736	NPC475139
Remote Similarity	0.6714	NPC472768
Remote Similarity	0.6713	NPC471407
Remote Similarity	0.6711	NPC172365
Remote Similarity	0.6711	NPC82931
Remote Similarity	0.6711	NPC210729
Remote Similarity	0.6692	NPC474567
Remote Similarity	0.6692	NPC129340
Remote Similarity	0.6691	NPC310511
Remote Similarity	0.669	NPC298841
Remote Similarity	0.669	NPC471357
Remote Similarity	0.669	NPC469757
Remote Similarity	0.669	NPC119794
Remote Similarity	0.669	NPC117702
Remote Similarity	0.669	NPC73829
Remote Similarity	0.669	NPC146456
Remote Similarity	0.6689	NPC243680
Remote Similarity	0.6689	NPC200788
Remote Similarity	0.6667	NPC61717
Remote Similarity	0.6667	NPC244380
Remote Similarity	0.6667	NPC177820
Remote Similarity	0.6667	NPC265699
Remote Similarity	0.6667	NPC30188
Remote Similarity	0.6667	NPC7850
Remote Similarity	0.6667	NPC6615
Remote Similarity	0.6667	NPC475527
Remote Similarity	0.6667	NPC173347
Remote Similarity	0.6667	NPC248202
Remote Similarity	0.6644	NPC475154
Remote Similarity	0.6644	NPC223356
Remote Similarity	0.6644	NPC471136
Remote Similarity	0.6644	NPC473548
Remote Similarity	0.6644	NPC265908
Remote Similarity	0.6644	NPC182266
Remote Similarity	0.6644	NPC471137
Remote Similarity	0.6644	NPC100017
Remote Similarity	0.6644	NPC475500
Remote Similarity	0.6643	NPC28532
Remote Similarity	0.6643	NPC473620
Remote Similarity	0.6643	NPC216866
Remote Similarity	0.6624	NPC113620
Remote Similarity	0.6624	NPC187497
Remote Similarity	0.6624	NPC100612
Remote Similarity	0.6624	NPC174336
Remote Similarity	0.6624	NPC475599
Remote Similarity	0.6623	NPC475584
Remote Similarity	0.6623	NPC475152
Remote Similarity	0.6623	NPC475394
Remote Similarity	0.6621	NPC231240
Remote Similarity	0.6619	NPC151616
Remote Similarity	0.6619	NPC472076
Remote Similarity	0.6619	NPC471406
Remote Similarity	0.6619	NPC470312
Remote Similarity	0.6619	NPC48692
Remote Similarity	0.6619	NPC472075
Remote Similarity	0.6618	NPC477580
Remote Similarity	0.6618	NPC74727
Remote Similarity	0.6617	NPC475364
Remote Similarity	0.6617	NPC265655
Remote Similarity	0.6614	NPC476612
Remote Similarity	0.6614	NPC476613
Remote Similarity	0.6599	NPC235772
Remote Similarity	0.6599	NPC280941
Remote Similarity	0.6597	NPC469752
Remote Similarity	0.6597	NPC471359
Remote Similarity	0.6597	NPC284406
Remote Similarity	0.6597	NPC70542
Remote Similarity	0.6597	NPC469751
Remote Similarity	0.6597	NPC162495
Remote Similarity	0.6597	NPC197707
Remote Similarity	0.6597	NPC89514
Remote Similarity	0.6597	NPC264192
Remote Similarity	0.6597	NPC219085
Remote Similarity	0.6597	NPC86159
Remote Similarity	0.6597	NPC9499
Remote Similarity	0.6597	NPC471358
Remote Similarity	0.6597	NPC251866
Remote Similarity	0.6597	NPC469753
Remote Similarity	0.6597	NPC471352
Remote Similarity	0.6597	NPC10823
Remote Similarity	0.6597	NPC469755
Remote Similarity	0.6597	NPC471361
Remote Similarity	0.6597	NPC231529
Remote Similarity	0.6597	NPC180079
Remote Similarity	0.6597	NPC6108
Remote Similarity	0.6597	NPC469754
Remote Similarity	0.6597	NPC471360
Remote Similarity	0.6597	NPC17896
Remote Similarity	0.6594	NPC470420
Remote Similarity	0.6593	NPC477253
Remote Similarity	0.6593	NPC205534
Remote Similarity	0.6589	NPC476611
Remote Similarity	0.6579	NPC475892
Remote Similarity	0.6579	NPC284625
Remote Similarity	0.6579	NPC69176
Remote Similarity	0.6575	NPC316915
Remote Similarity	0.6575	NPC146857
Remote Similarity	0.6575	NPC247190
Remote Similarity	0.6575	NPC116075
Remote Similarity	0.6575	NPC469749
Remote Similarity	0.6575	NPC32793
Remote Similarity	0.6575	NPC476111
Remote Similarity	0.6573	NPC475273
Remote Similarity	0.6573	NPC168849
Remote Similarity	0.6573	NPC305496
Remote Similarity	0.6573	NPC287423
Remote Similarity	0.6571	NPC475182
Remote Similarity	0.6569	NPC244127
Remote Similarity	0.6569	NPC302471
Remote Similarity	0.6567	NPC101450
Remote Similarity	0.6567	NPC42776
Remote Similarity	0.6554	NPC68282
Remote Similarity	0.6554	NPC59288
Remote Similarity	0.6552	NPC475389
Remote Similarity	0.6552	NPC473838
Remote Similarity	0.6549	NPC469841
Remote Similarity	0.6549	NPC318135
Remote Similarity	0.6549	NPC473255
Remote Similarity	0.6549	NPC469842
Remote Similarity	0.6547	NPC469488
Remote Similarity	0.6547	NPC319570
Remote Similarity	0.6544	NPC471627
Remote Similarity	0.6544	NPC52634
Remote Similarity	0.6544	NPC255017
Remote Similarity	0.6544	NPC471173
Remote Similarity	0.6544	NPC251309
Remote Similarity	0.6544	NPC477944

Drug Structure

NPD8338 OpenBabel08211713012D 52 57 0 0 1 0 0 0 0 0999 V2000 9.8796 5.8374 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7688 -2.5316 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9136 -0.0853 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.6775 3.1230 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.7988 1.0017 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 14.3505 2.6747 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9890 0.2091 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1756 1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1810 1.7226 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.9136 5.5786 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0209 3.2466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5209 4.1127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0209 2.2466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5881 2.2198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5016 2.6265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.8669 0.4840 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.9010 0.2252 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8135 -1.8271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6745 0.6375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9836 -0.3136 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1197 0.6375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2888 3.2466 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1810 -1.7226 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.6548 0.8806 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 12.4186 2.1571 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4836 1.2253 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 8.6548 4.6127 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.9836 -0.3136 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.3107 2.0387 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.2926 0.6375 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.2061 1.0442 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.2888 2.2466 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.7888 1.3806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.1257 1.4500 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 9.5209 1.3806 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4013 -1.0181 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.7888 4.1127 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1939 0.9323 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 7.6548 0.8806 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 14.0917 1.7088 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.0817 4.8198 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.3960 -0.0853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5823 -0.7045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5823 0.7045 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4067 0.9135 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 11.4527 1.8983 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3958 -1.1226 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.6548 4.6127 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.2280 0.6735 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 5 43 1 0 0 0 0 6 43 1 0 0 0 0 7 46 1 0 0 0 0 8 47 1 0 0 0 0 9 48 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 27 1 0 0 0 0 13 35 1 0 0 0 0 14 15 2 0 0 0 0 16 17 1 0 0 0 0 16 34 1 0 0 0 0 17 38 1 0 0 0 0 18 23 1 0 0 0 0 18 36 1 0 0 0 0 19 26 1 0 0 0 0 19 28 1 0 0 0 0 20 28 1 0 0 0 0 21 33 2 0 0 0 0 22 37 1 0 0 0 0 23 2 1 1 0 0 0 23 40 1 0 0 0 0 24 3 1 1 0 0 0 24 35 1 0 0 0 0 24 39 1 0 0 0 0 25 4 1 6 0 0 0 25 34 1 0 0 0 0 25 49 1 0 0 0 0 26 14 1 1 0 0 0 26 30 1 0 0 0 0 27 10 1 1 0 0 0 27 51 1 0 0 0 0 28 50 1 6 0 0 0 29 15 1 1 0 0 0 29 31 1 0 0 0 0 29 32 1 0 0 0 0 30 20 1 6 0 0 0 30 31 1 0 0 0 0 31 21 1 1 0 0 0 32 22 1 6 0 0 0 32 33 1 0 0 0 0 33 39 1 0 0 0 0 34 43 1 1 0 0 0 35 52 1 6 0 0 0 36 41 1 0 0 0 0 36 50 1 6 0 0 0 37 44 2 0 0 0 0 37 51 1 0 0 0 0 38 49 1 0 0 0 0 38 52 1 6 0 0 0 39 45 2 0 0 0 0 40 42 1 0 0 0 0 40 46 1 6 0 0 0 41 42 1 0 0 0 0 41 47 1 1 0 0 0 42 48 1 1 0 0 0 M END $$$$

External Identifiers

TTD
DrugBank	DB08823
ChEMBL	CHEMBL2040681
IUPHAR/BPS
PharmaGKB
KEGG Drug	D09384
PubChem CID
ChEBI	39211
CAS Number	168316-95-8

Drug Properties

Molecular Weight	729.48
ALogP	-1.4469
MLogP	4.98
XLogP	4.767
HDA	10
HBD	0
Rotatable Bonds	18
TPSA	101.99
RO5 Violation	0