NPASS drugs

Drug Information

Drug ID:	NPD8444
Drug Name:
Molecular Formula:	C45H65NO16
Canonical SMILES:	CC1/C=C/C=C/C=C/C=C/C=C/C=C/C=C/C(OC2OC(C)C(C(C2O)N)O)CC(O)C(C(=O)O)C(CC(=O)CC(CC(CC(CC(=O)CCCC(=O)CC(=O)OC1)O)O)O)O
Standard InCHI:	InChI=1S/C45H65NO16/c1-28-16-13-11-9-7-5-3-4-6-8-10-12-14-19-36(62-45-43(57)41(46)42(56)29(2)61-45)26-38(54)40(44(58)59)37(53)24-35(52)23-34(51)22-33(50)21-32(49)20-30(47)17-15-18-31(48)25-39(55)60-27-28/h3-14,16,19,28-29,32-34,36-38,40-43,45,49-51,53-54,56-57H,15,17-18,20-27,46H2,1-2H3,(H,58,59)/b4-3+,7-5+,8-6+,11-9+,12-10+,16-13+,19-14+
Standard InCHIKey:	CKZKNQXQZYLODM-PLYLMYETSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8444

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	77
0.1-0.2	465
0.2-0.3	2398
0.3-0.4	7985
0.4-0.5	12738
0.5-0.6	5666
0.6-0.7	1488
0.7-0.8	62
0.8-0.85	6
0.85-0.9	1
0.9-0.95	4
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
High Similarity	0.9469	NPC67917
High Similarity	0.9469	NPC313802
High Similarity	0.9469	NPC477515
High Similarity	0.9469	NPC314268
High Similarity	0.8983	NPC315783
Intermediate Similarity	0.8306	NPC314282
Intermediate Similarity	0.8017	NPC6531
Intermediate Similarity	0.8	NPC314451
Intermediate Similarity	0.8	NPC313342
Intermediate Similarity	0.8	NPC313333
Intermediate Similarity	0.8	NPC314512
Intermediate Similarity	0.7983	NPC261750
Intermediate Similarity	0.7983	NPC60432
Intermediate Similarity	0.7983	NPC1111
Intermediate Similarity	0.7934	NPC30196
Intermediate Similarity	0.792	NPC316133
Intermediate Similarity	0.792	NPC318445
Intermediate Similarity	0.792	NPC314629
Intermediate Similarity	0.7907	NPC316401
Intermediate Similarity	0.7752	NPC315387
Intermediate Similarity	0.7752	NPC316205
Intermediate Similarity	0.771	NPC314361
Intermediate Similarity	0.7692	NPC469869
Intermediate Similarity	0.7544	NPC180722
Intermediate Similarity	0.7544	NPC165332
Intermediate Similarity	0.7544	NPC195645
Intermediate Similarity	0.7434	NPC320089
Intermediate Similarity	0.7402	NPC314482
Intermediate Similarity	0.7377	NPC477997
Intermediate Similarity	0.7368	NPC472198
Intermediate Similarity	0.7368	NPC5418
Intermediate Similarity	0.7355	NPC193765
Intermediate Similarity	0.7345	NPC472199
Intermediate Similarity	0.7333	NPC476740
Intermediate Similarity	0.7333	NPC476738
Intermediate Similarity	0.7302	NPC475642
Intermediate Similarity	0.7295	NPC315836
Intermediate Similarity	0.7295	NPC313668
Intermediate Similarity	0.7288	NPC316250
Intermediate Similarity	0.7257	NPC313670
Intermediate Similarity	0.7213	NPC473807
Intermediate Similarity	0.7203	NPC469871
Intermediate Similarity	0.7203	NPC469870
Intermediate Similarity	0.7193	NPC472197
Intermediate Similarity	0.7179	NPC472290
Intermediate Similarity	0.7167	NPC473816
Intermediate Similarity	0.7167	NPC474581
Intermediate Similarity	0.7167	NPC475367
Intermediate Similarity	0.7167	NPC309398
Intermediate Similarity	0.7143	NPC329919
Intermediate Similarity	0.7143	NPC477793
Intermediate Similarity	0.7131	NPC315531
Intermediate Similarity	0.713	NPC478036
Intermediate Similarity	0.713	NPC478037
Intermediate Similarity	0.7105	NPC473311
Intermediate Similarity	0.7097	NPC83005
Intermediate Similarity	0.7077	NPC156379
Intermediate Similarity	0.7077	NPC183353
Intermediate Similarity	0.7077	NPC475383
Intermediate Similarity	0.7077	NPC469812
Intermediate Similarity	0.7077	NPC170880
Intermediate Similarity	0.7069	NPC159698
Intermediate Similarity	0.7054	NPC241050
Intermediate Similarity	0.704	NPC21713
Intermediate Similarity	0.704	NPC475608
Intermediate Similarity	0.7034	NPC40812
Intermediate Similarity	0.7016	NPC133625
Intermediate Similarity	0.7	NPC475157
Intermediate Similarity	0.7	NPC475655
Intermediate Similarity	0.7	NPC57586
Intermediate Similarity	0.7	NPC2313
Intermediate Similarity	0.7	NPC471637
Intermediate Similarity	0.7	NPC154132
Remote Similarity	0.6991	NPC86005
Remote Similarity	0.6991	NPC477959
Remote Similarity	0.6983	NPC472196
Remote Similarity	0.6983	NPC238090
Remote Similarity	0.6983	NPC472195
Remote Similarity	0.6977	NPC13710
Remote Similarity	0.6975	NPC161855
Remote Similarity	0.6957	NPC99864
Remote Similarity	0.6949	NPC54731
Remote Similarity	0.6947	NPC470829
Remote Similarity	0.6947	NPC473228
Remote Similarity	0.6942	NPC313569
Remote Similarity	0.6942	NPC227622
Remote Similarity	0.6929	NPC75167
Remote Similarity	0.6929	NPC311592
Remote Similarity	0.6917	NPC324667
Remote Similarity	0.6911	NPC201128
Remote Similarity	0.6891	NPC476612
Remote Similarity	0.6891	NPC476613
Remote Similarity	0.6885	NPC197736
Remote Similarity	0.6884	NPC120420
Remote Similarity	0.6875	NPC181145
Remote Similarity	0.686	NPC476611
Remote Similarity	0.6846	NPC475309
Remote Similarity	0.6833	NPC308567
Remote Similarity	0.6833	NPC187761
Remote Similarity	0.6833	NPC261377
Remote Similarity	0.6833	NPC255592
Remote Similarity	0.6833	NPC83895
Remote Similarity	0.6829	NPC472748
Remote Similarity	0.6828	NPC316249
Remote Similarity	0.681	NPC316228
Remote Similarity	0.6807	NPC306041
Remote Similarity	0.6807	NPC473291
Remote Similarity	0.6803	NPC477198
Remote Similarity	0.68	NPC475960
Remote Similarity	0.6774	NPC472749
Remote Similarity	0.6774	NPC472751
Remote Similarity	0.6774	NPC478038
Remote Similarity	0.6774	NPC315070
Remote Similarity	0.6774	NPC475918
Remote Similarity	0.6772	NPC29501
Remote Similarity	0.6757	NPC236649
Remote Similarity	0.6757	NPC21693
Remote Similarity	0.6752	NPC9447
Remote Similarity	0.675	NPC266842
Remote Similarity	0.675	NPC475438
Remote Similarity	0.6748	NPC472750
Remote Similarity	0.6748	NPC472747
Remote Similarity	0.6742	NPC48692
Remote Similarity	0.6738	NPC230889
Remote Similarity	0.6721	NPC154127
Remote Similarity	0.672	NPC137453
Remote Similarity	0.6719	NPC174836
Remote Similarity	0.6719	NPC66108
Remote Similarity	0.6718	NPC473617
Remote Similarity	0.6718	NPC473828
Remote Similarity	0.6715	NPC110294
Remote Similarity	0.6695	NPC320552
Remote Similarity	0.6694	NPC472015
Remote Similarity	0.6694	NPC472756
Remote Similarity	0.6694	NPC470519
Remote Similarity	0.6694	NPC231271
Remote Similarity	0.6694	NPC203627
Remote Similarity	0.6693	NPC46407
Remote Similarity	0.6667	NPC475150
Remote Similarity	0.6667	NPC473596
Remote Similarity	0.6667	NPC318135
Remote Similarity	0.6667	NPC472754
Remote Similarity	0.6643	NPC78189
Remote Similarity	0.6642	NPC245094
Remote Similarity	0.6641	NPC316325
Remote Similarity	0.6639	NPC71589
Remote Similarity	0.6638	NPC201046
Remote Similarity	0.6638	NPC137368
Remote Similarity	0.6637	NPC470313
Remote Similarity	0.6637	NPC156089
Remote Similarity	0.6637	NPC473500
Remote Similarity	0.6637	NPC38295
Remote Similarity	0.6614	NPC118225
Remote Similarity	0.6609	NPC258824
Remote Similarity	0.6609	NPC208473
Remote Similarity	0.6591	NPC234522
Remote Similarity	0.6591	NPC109603
Remote Similarity	0.6591	NPC93688
Remote Similarity	0.6589	NPC469865
Remote Similarity	0.6585	NPC98859
Remote Similarity	0.6585	NPC472753
Remote Similarity	0.6585	NPC4637
Remote Similarity	0.6583	NPC36954
Remote Similarity	0.6583	NPC469543
Remote Similarity	0.6583	NPC170204
Remote Similarity	0.6579	NPC253975
Remote Similarity	0.6579	NPC125253
Remote Similarity	0.6579	NPC192025
Remote Similarity	0.6567	NPC315915
Remote Similarity	0.6565	NPC277583
Remote Similarity	0.6562	NPC119550
Remote Similarity	0.6562	NPC472508
Remote Similarity	0.656	NPC474917
Remote Similarity	0.656	NPC470104
Remote Similarity	0.6555	NPC61201
Remote Similarity	0.6555	NPC476300
Remote Similarity	0.6554	NPC201899
Remote Similarity	0.6554	NPC471674
Remote Similarity	0.6549	NPC472430
Remote Similarity	0.6548	NPC316405
Remote Similarity	0.6547	NPC201359
Remote Similarity	0.6535	NPC472507
Remote Similarity	0.6535	NPC219900
Remote Similarity	0.6535	NPC392
Remote Similarity	0.6535	NPC177524
Remote Similarity	0.6532	NPC13171
Remote Similarity	0.6532	NPC149371
Remote Similarity	0.6532	NPC195510
Remote Similarity	0.6529	NPC8098
Remote Similarity	0.6529	NPC197294
Remote Similarity	0.6529	NPC288350
Remote Similarity	0.6529	NPC475164
Remote Similarity	0.6529	NPC475540
Remote Similarity	0.6529	NPC473605
Remote Similarity	0.6529	NPC143446
Remote Similarity	0.6529	NPC255410
Remote Similarity	0.6529	NPC476066
Remote Similarity	0.6529	NPC475375
Remote Similarity	0.6529	NPC173329
Remote Similarity	0.6529	NPC475593

Drug Structure

NPD8444 OpenBabel08211713022D 72 73 0 0 1 0 0 0 0 0999 V2000 -9.6304 8.5636 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 -2.7537 6.3674 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0969 5.6132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5256 7.0031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5732 4.7613 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3916 7.5031 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1969 3.8348 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3281 7.8537 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9783 2.8590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3096 8.0454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9232 1.8606 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3092 8.0730 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0332 0.8666 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.0281 2.1942 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.2997 7.9356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9730 1.1957 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.9181 3.1882 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3053 -0.0956 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.3781 -0.7065 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.1976 -2.3126 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5597 -3.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6417 -3.9906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6516 -3.8808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.2192 5.0548 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3019 -1.8218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1464 7.1856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.2541 7.6371 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -12.7544 0.2199 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.6460 4.1504 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.8544 -1.5585 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -10.4257 -2.9483 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.6232 -3.7989 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.6421 -4.0182 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.6972 -3.5823 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.9992 -2.5386 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -11.6494 5.8766 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8049 -3.1308 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.2812 -3.9827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -13.7088 -0.0786 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -13.5825 4.5011 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.6601 -2.1507 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.9955 -3.7701 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.8953 -4.7612 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.5870 -5.0167 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3209 -4.5088 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.3424 -3.2927 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.4214 6.5123 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 -3.7572 -4.8622 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.2816 -3.9552 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.9521 6.5933 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -13.5759 -1.7490 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.5687 -4.6744 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.8647 -5.0067 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.9351 -5.2980 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.3610 -3.1010 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7580 -4.8071 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 29 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 2 0 0 0 0 6 8 2 0 0 0 0 7 9 1 0 0 0 0 8 10 1 0 0 0 0 9 11 2 0 0 0 0 10 12 2 0 0 0 0 11 13 1 0 0 0 0 12 14 1 0 0 0 0 13 16 2 0 0 0 0 14 19 2 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 16 28 1 0 0 0 0 17 30 1 0 0 0 0 18 31 1 0 0 0 0 19 36 1 0 0 0 0 20 30 1 0 0 0 0 20 32 1 0 0 0 0 21 32 1 0 0 0 0 21 33 1 0 0 0 0 22 33 1 0 0 0 0 22 34 1 0 0 0 0 23 34 1 0 0 0 0 23 35 1 0 0 0 0 24 35 1 0 0 0 0 24 37 1 0 0 0 0 25 31 1 0 0 0 0 25 39 1 0 0 0 0 26 36 1 0 0 0 0 26 38 1 0 0 0 0 27 28 1 0 0 0 0 27 60 1 0 0 0 0 29 42 1 0 0 0 0 29 61 1 0 0 0 0 30 47 2 0 0 0 0 31 48 2 0 0 0 0 32 49 1 0 0 0 0 33 50 1 0 0 0 0 34 51 1 0 0 0 0 35 52 2 0 0 0 0 36 62 1 0 0 0 0 37 40 1 0 0 0 0 37 53 1 0 0 0 0 38 40 1 0 0 0 0 38 54 1 0 0 0 0 39 55 2 0 0 0 0 39 60 1 0 0 0 0 40 44 1 0 0 0 0 41 42 1 0 0 0 0 41 43 1 0 0 0 0 41 46 1 0 0 0 0 42 56 1 0 0 0 0 43 45 1 0 0 0 0 43 57 1 0 0 0 0 44 58 2 0 0 0 0 44 59 1 0 0 0 0 45 61 1 0 0 0 0 45 62 1 0 0 0 0 46 63 1 0 0 0 0 46 64 1 0 0 0 0 49 65 1 0 0 0 0 50 66 1 0 0 0 0 51 67 1 0 0 0 0 53 68 1 0 0 0 0 54 69 1 0 0 0 0 56 70 1 0 0 0 0 57 71 1 0 0 0 0 59 72 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001325
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6474902
ChEBI
CAS Number

Drug Properties

Molecular Weight	875.43
ALogP	-3.3913
MLogP	4.54
XLogP	0.863
HDA	17
HBD	9
Rotatable Bonds	14
TPSA	300.9
RO5 Violation	2