NPASS drugs

Drug Information

Drug ID:	NPD8387
Drug Name:
Molecular Formula:	C43H69NO13
Canonical SMILES:	CC[C@@H]1/C=C(C)/[C@@H](O)[C@H](C)C[C@H](OC)[C@H]2O[C@](O)([C@@H](C[C@@H]2OC)C)C(=O)C(=O)N2[C@H](C(=O)O[C@@H]([C@@H]([C@H](CC1=O)O)C)/C(=C/[C@@H]1CC[C@H]([C@@H](C1)OC)O)/C)CCCC2
Standard InCHI:	InChI=1S/C43H69NO13/c1-10-29-18-23(2)37(48)24(3)19-35(54-8)39-36(55-9)20-26(5)43(52,57-39)40(49)41(50)44-16-12-11-13-30(44)42(51)56-38(27(6)32(46)22-33(29)47)25(4)17-28-14-15-31(45)34(21-28)53-7/h17-18,24,26-32,34-39,45-46,48,52H,10-16,19-22H2,1-9H3/b23-18+,25-17+/t24-,26-,27-,28+,29-,30+,31-,32+,34-,35+,36+,37-,38-,39-,43-/m1/s1
Standard InCHIKey:	NOQNPBXNHMZMTC-UGTSZWOVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8387

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	102
0.1-0.2	535
0.2-0.3	2298
0.3-0.4	7488
0.4-0.5	13659
0.5-0.6	5728
0.6-0.7	1056
0.7-0.8	22
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	2

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	0.9839	NPC120420
High Similarity	0.976	NPC99864
Intermediate Similarity	0.7647	NPC314282
Intermediate Similarity	0.763	NPC313333
Intermediate Similarity	0.763	NPC314451
Intermediate Similarity	0.763	NPC313342
Intermediate Similarity	0.763	NPC314512
Intermediate Similarity	0.7554	NPC316401
Intermediate Similarity	0.7368	NPC6531
Intermediate Similarity	0.7299	NPC314629
Intermediate Similarity	0.7293	NPC30196
Intermediate Similarity	0.7286	NPC316205
Intermediate Similarity	0.7286	NPC315387
Intermediate Similarity	0.7279	NPC23963
Intermediate Similarity	0.7197	NPC261750
Intermediate Similarity	0.7197	NPC1111
Intermediate Similarity	0.7174	NPC316133
Intermediate Similarity	0.7174	NPC318445
Intermediate Similarity	0.7132	NPC477515
Intermediate Similarity	0.7132	NPC67917
Intermediate Similarity	0.7132	NPC314268
Intermediate Similarity	0.7132	NPC313802
Intermediate Similarity	0.7077	NPC137453
Intermediate Similarity	0.7068	NPC60432
Remote Similarity	0.6985	NPC475642
Remote Similarity	0.6972	NPC477793
Remote Similarity	0.6972	NPC329919
Remote Similarity	0.6957	NPC477140
Remote Similarity	0.6957	NPC477143
Remote Similarity	0.6944	NPC120335
Remote Similarity	0.6934	NPC201889
Remote Similarity	0.6934	NPC156336
Remote Similarity	0.6934	NPC120599
Remote Similarity	0.6934	NPC106791
Remote Similarity	0.6934	NPC200412
Remote Similarity	0.6929	NPC315783
Remote Similarity	0.6906	NPC156379
Remote Similarity	0.6906	NPC475383
Remote Similarity	0.6899	NPC227622
Remote Similarity	0.6889	NPC469597
Remote Similarity	0.6879	NPC470922
Remote Similarity	0.6871	NPC243902
Remote Similarity	0.6842	NPC315836
Remote Similarity	0.6842	NPC313668
Remote Similarity	0.6831	NPC309525
Remote Similarity	0.6815	NPC275100
Remote Similarity	0.6815	NPC474497
Remote Similarity	0.6812	NPC235625
Remote Similarity	0.6803	NPC75318
Remote Similarity	0.6797	NPC316249
Remote Similarity	0.6767	NPC475150
Remote Similarity	0.6763	NPC241050
Remote Similarity	0.6757	NPC145899
Remote Similarity	0.6757	NPC472430
Remote Similarity	0.675	NPC319334
Remote Similarity	0.675	NPC327517
Remote Similarity	0.675	NPC322372
Remote Similarity	0.675	NPC317377
Remote Similarity	0.675	NPC321485
Remote Similarity	0.6742	NPC476738
Remote Similarity	0.6742	NPC476740
Remote Similarity	0.6741	NPC474411
Remote Similarity	0.6741	NPC474431
Remote Similarity	0.6738	NPC273185
Remote Similarity	0.6735	NPC76999
Remote Similarity	0.6718	NPC309398
Remote Similarity	0.6715	NPC469877
Remote Similarity	0.6715	NPC181145
Remote Similarity	0.6715	NPC470919
Remote Similarity	0.6714	NPC109607
Remote Similarity	0.6714	NPC107338
Remote Similarity	0.6712	NPC189393
Remote Similarity	0.6712	NPC90814
Remote Similarity	0.6692	NPC188785
Remote Similarity	0.669	NPC477196
Remote Similarity	0.6667	NPC243680
Remote Similarity	0.6667	NPC119794
Remote Similarity	0.6667	NPC196073
Remote Similarity	0.6667	NPC195435
Remote Similarity	0.6667	NPC474046
Remote Similarity	0.6667	NPC200788
Remote Similarity	0.6667	NPC204556
Remote Similarity	0.6667	NPC470628
Remote Similarity	0.6667	NPC73829
Remote Similarity	0.6667	NPC83005
Remote Similarity	0.6667	NPC259306
Remote Similarity	0.6646	NPC475527
Remote Similarity	0.6644	NPC251998
Remote Similarity	0.6644	NPC477197
Remote Similarity	0.6643	NPC476729
Remote Similarity	0.6643	NPC476529
Remote Similarity	0.6643	NPC475775
Remote Similarity	0.6643	NPC321197
Remote Similarity	0.6642	NPC130124
Remote Similarity	0.6642	NPC311592
Remote Similarity	0.6642	NPC193471
Remote Similarity	0.6642	NPC75167
Remote Similarity	0.6641	NPC313569
Remote Similarity	0.6621	NPC329923
Remote Similarity	0.6621	NPC477191
Remote Similarity	0.6621	NPC475281
Remote Similarity	0.6621	NPC477075
Remote Similarity	0.6621	NPC470475
Remote Similarity	0.6621	NPC470476
Remote Similarity	0.6621	NPC477193
Remote Similarity	0.6621	NPC477078
Remote Similarity	0.6621	NPC477194
Remote Similarity	0.6621	NPC477192
Remote Similarity	0.6618	NPC47857
Remote Similarity	0.6618	NPC181510
Remote Similarity	0.6618	NPC21713
Remote Similarity	0.6618	NPC316984
Remote Similarity	0.6618	NPC30911
Remote Similarity	0.6618	NPC168758
Remote Similarity	0.6618	NPC475608
Remote Similarity	0.6617	NPC472751
Remote Similarity	0.6617	NPC472749
Remote Similarity	0.6604	NPC100612
Remote Similarity	0.6604	NPC174336
Remote Similarity	0.6604	NPC113620
Remote Similarity	0.6604	NPC187497
Remote Similarity	0.6604	NPC475599
Remote Similarity	0.66	NPC295885
Remote Similarity	0.66	NPC140045
Remote Similarity	0.6599	NPC475472
Remote Similarity	0.6599	NPC477195
Remote Similarity	0.6599	NPC476776
Remote Similarity	0.6597	NPC474371
Remote Similarity	0.6594	NPC145501
Remote Similarity	0.6594	NPC103391
Remote Similarity	0.6594	NPC472536
Remote Similarity	0.6593	NPC218602
Remote Similarity	0.6591	NPC473816
Remote Similarity	0.6591	NPC475367
Remote Similarity	0.6591	NPC474581
Remote Similarity	0.6579	NPC172365
Remote Similarity	0.6579	NPC210729
Remote Similarity	0.6579	NPC82931
Remote Similarity	0.6577	NPC280941
Remote Similarity	0.6577	NPC235772
Remote Similarity	0.6577	NPC472428
Remote Similarity	0.6577	NPC262813
Remote Similarity	0.6575	NPC470518
Remote Similarity	0.6575	NPC1314
Remote Similarity	0.6575	NPC273878
Remote Similarity	0.6575	NPC9470
Remote Similarity	0.6575	NPC88311
Remote Similarity	0.6575	NPC252657
Remote Similarity	0.6575	NPC141600
Remote Similarity	0.6575	NPC477076
Remote Similarity	0.6575	NPC115656
Remote Similarity	0.6575	NPC82380
Remote Similarity	0.6575	NPC244296
Remote Similarity	0.6575	NPC477077
Remote Similarity	0.6575	NPC477079
Remote Similarity	0.6575	NPC471471
Remote Similarity	0.6575	NPC107536
Remote Similarity	0.6575	NPC470912
Remote Similarity	0.6575	NPC164476
Remote Similarity	0.6575	NPC470913
Remote Similarity	0.6575	NPC305793
Remote Similarity	0.6575	NPC472267
Remote Similarity	0.6575	NPC97918
Remote Similarity	0.6575	NPC121601
Remote Similarity	0.6575	NPC11577
Remote Similarity	0.6575	NPC269484
Remote Similarity	0.6575	NPC280029
Remote Similarity	0.6575	NPC252289
Remote Similarity	0.6573	NPC105926
Remote Similarity	0.6573	NPC91693
Remote Similarity	0.6573	NPC18945
Remote Similarity	0.6573	NPC67251
Remote Similarity	0.6573	NPC265557
Remote Similarity	0.6571	NPC297179
Remote Similarity	0.6569	NPC302146
Remote Similarity	0.6569	NPC469865
Remote Similarity	0.6569	NPC317687
Remote Similarity	0.6569	NPC174836
Remote Similarity	0.6554	NPC476111
Remote Similarity	0.6552	NPC470780
Remote Similarity	0.6549	NPC470779
Remote Similarity	0.6541	NPC314050
Remote Similarity	0.6541	NPC265699
Remote Similarity	0.6541	NPC472748
Remote Similarity	0.6541	NPC315809
Remote Similarity	0.6538	NPC187761
Remote Similarity	0.6538	NPC308567
Remote Similarity	0.6538	NPC261377
Remote Similarity	0.6538	NPC61717
Remote Similarity	0.6538	NPC83895
Remote Similarity	0.6538	NPC244380
Remote Similarity	0.6538	NPC255592
Remote Similarity	0.6535	NPC478036
Remote Similarity	0.6535	NPC478037
Remote Similarity	0.6533	NPC190065
Remote Similarity	0.6533	NPC141215
Remote Similarity	0.6533	NPC471089
Remote Similarity	0.6531	NPC264566
Remote Similarity	0.6531	NPC475167
Remote Similarity	0.6531	NPC476774

Drug Structure

NPD8387 OpenBabel08211713022D 61 64 0 0 1 0 0 0 0 0999 V2000 -1.9584 7.1877 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2818 6.0531 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4643 4.1713 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3140 3.1478 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2665 -0.0453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6205 3.5654 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.3140 -0.3163 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2122 0.7019 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9504 2.8268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7846 6.6244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4169 -1.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5509 -2.3410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4169 -0.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8140 2.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8140 2.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6848 -1.8410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3140 1.4158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7127 5.5525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8581 2.7818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0182 0.9448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8140 0.5498 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5509 4.9047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7818 5.1871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5633 3.7374 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.8140 2.2818 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2776 0.1037 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.6649 3.2706 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.3140 1.4158 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.7099 5.6272 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.5509 -0.3410 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -10.3140 1.4158 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2310 4.1716 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6848 5.4047 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8140 0.5498 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8581 1.7818 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.1989 1.2663 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 4.5636 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.8140 2.2818 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5633 0.8262 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7127 -0.9888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7099 -1.0636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2310 0.3920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7818 -0.6235 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.6848 -0.8410 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.3140 1.4158 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0573 4.7349 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0502 6.3355 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7331 5.2438 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4902 -1.9638 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7846 -2.0608 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0573 -0.1713 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2342 -1.4602 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.3140 -0.3163 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8469 1.6328 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1242 2.2635 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.6649 1.2930 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 -11.8140 2.2818 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9582 4.3010 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6886 4.9490 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.7642 -1.4044 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 23 1 0 0 0 0 4 25 1 0 0 0 0 5 26 1 0 0 0 0 7 53 1 0 0 0 0 8 54 1 0 0 0 0 9 55 1 0 0 0 0 11 12 1 0 0 0 0 11 13 1 0 0 0 0 12 16 1 0 0 0 0 14 15 1 0 0 0 0 14 28 1 0 0 0 0 15 31 1 0 0 0 0 16 44 1 0 0 0 0 17 25 2 0 0 0 0 18 23 2 0 0 0 0 18 29 1 0 0 0 0 19 24 1 0 0 0 0 19 35 1 0 0 0 0 20 26 1 0 0 0 0 20 36 1 0 0 0 0 21 28 1 0 0 0 0 21 34 1 0 0 0 0 22 32 1 0 0 0 0 22 33 1 0 0 0 0 23 37 1 0 0 0 0 24 3 1 6 0 0 0 24 37 1 0 0 0 0 26 43 1 6 0 0 0 27 6 1 6 0 0 0 27 32 1 0 0 0 0 27 38 1 0 0 0 0 28 17 1 1 0 0 0 29 10 1 6 0 0 0 29 33 1 0 0 0 0 30 13 1 1 0 0 0 30 42 1 0 0 0 0 30 44 1 0 0 0 0 31 34 1 0 0 0 0 31 45 1 6 0 0 0 32 46 1 1 0 0 0 33 47 2 0 0 0 0 34 53 1 1 0 0 0 35 39 1 0 0 0 0 35 54 1 6 0 0 0 36 39 1 0 0 0 0 36 55 1 6 0 0 0 37 48 1 1 0 0 0 38 25 1 6 0 0 0 38 56 1 0 0 0 0 39 57 1 1 0 0 0 40 41 1 0 0 0 0 40 43 1 0 0 0 0 40 49 2 0 0 0 0 41 44 1 0 0 0 0 41 50 2 0 0 0 0 42 51 2 0 0 0 0 42 56 1 0 0 0 0 43 52 1 6 0 0 0 43 57 1 0 0 0 0 45 58 1 0 0 0 0 46 59 1 0 0 0 0 48 60 1 0 0 0 0 52 61 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000469
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	445642
ChEBI
CAS Number

Drug Properties

Molecular Weight	807.48
ALogP	-2.4866
MLogP	4.65
XLogP	1.498
HDA	14
HBD	4
Rotatable Bonds	19
TPSA	198.59
RO5 Violation	1