NPASS drugs

Drug Information

Drug ID:	NPD8366
Drug Name:
Molecular Formula:	C43H58N4O12
Canonical SMILES:	COC1/C=C/OC2(C)Oc3c(C2=O)c2C(=O)/C(=C/NN4CCN(CC4)C)/C(=C(c2c(c3C)O)O)N=C(/C(=CC=CC(C(C(C(C(C(C1C)OC(=O)C)C)O)C)O)C)/C)O
Standard InCHI:	InChI=1S/C43H58N4O12/c1-21-12-11-13-22(2)42(55)45-33-28(20-44-47-17-15-46(9)16-18-47)37(52)30-31(38(33)53)36(51)26(6)40-32(30)41(54)43(8,59-40)57-19-14-29(56-10)23(3)39(58-27(7)48)25(5)35(50)24(4)34(21)49/h11-14,19-21,23-25,29,34-35,39,44,49-51,53H,15-18H2,1-10H3,(H,45,55)/b12-11+,19-14+,22-13-,28-20+
Standard InCHIKey:	FZYOVNIOYYPUPY-HEGPSGTHSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8366

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	222
0.1-0.2	1097
0.2-0.3	2782
0.3-0.4	7147
0.4-0.5	6960
0.5-0.6	6917
0.6-0.7	5586
0.7-0.8	177
0.8-0.85	2
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	0.8465	NPC314987
Intermediate Similarity	0.8235	NPC313453
Intermediate Similarity	0.7965	NPC317567
Intermediate Similarity	0.7434	NPC252156
Intermediate Similarity	0.7391	NPC227033
Intermediate Similarity	0.7376	NPC316262
Intermediate Similarity	0.7376	NPC314653
Intermediate Similarity	0.733	NPC476311
Intermediate Similarity	0.7317	NPC313717
Intermediate Similarity	0.7317	NPC315306
Intermediate Similarity	0.7308	NPC476199
Intermediate Similarity	0.7308	NPC476210
Intermediate Similarity	0.7304	NPC472894
Intermediate Similarity	0.7295	NPC162248
Intermediate Similarity	0.7291	NPC163924
Intermediate Similarity	0.7291	NPC54661
Intermediate Similarity	0.7289	NPC284236
Intermediate Similarity	0.7289	NPC316368
Intermediate Similarity	0.7277	NPC478048
Intermediate Similarity	0.7273	NPC473607
Intermediate Similarity	0.7264	NPC313368
Intermediate Similarity	0.7264	NPC470358
Intermediate Similarity	0.7256	NPC314020
Intermediate Similarity	0.7246	NPC476152
Intermediate Similarity	0.7246	NPC309692
Intermediate Similarity	0.7246	NPC476229
Intermediate Similarity	0.7244	NPC328856
Intermediate Similarity	0.7244	NPC478047
Intermediate Similarity	0.7244	NPC180210
Intermediate Similarity	0.7244	NPC314914
Intermediate Similarity	0.7244	NPC321226
Intermediate Similarity	0.7244	NPC478046
Intermediate Similarity	0.7238	NPC475161
Intermediate Similarity	0.7238	NPC477860
Intermediate Similarity	0.7233	NPC477573
Intermediate Similarity	0.7233	NPC477572
Intermediate Similarity	0.7233	NPC477571
Intermediate Similarity	0.7233	NPC221792
Intermediate Similarity	0.7225	NPC170101
Intermediate Similarity	0.7225	NPC233978
Intermediate Similarity	0.7215	NPC314941
Intermediate Similarity	0.7212	NPC68381
Intermediate Similarity	0.7206	NPC189689
Intermediate Similarity	0.7204	NPC475148
Intermediate Similarity	0.7204	NPC475656
Intermediate Similarity	0.72	NPC477674
Intermediate Similarity	0.7198	NPC476159
Intermediate Similarity	0.7196	NPC314672
Intermediate Similarity	0.719	NPC473729
Intermediate Similarity	0.7189	NPC109403
Intermediate Similarity	0.7189	NPC261012
Intermediate Similarity	0.7189	NPC314738
Intermediate Similarity	0.7188	NPC315253
Intermediate Similarity	0.7184	NPC55422
Intermediate Similarity	0.7184	NPC476146
Intermediate Similarity	0.7184	NPC40089
Intermediate Similarity	0.7184	NPC117713
Intermediate Similarity	0.7184	NPC75141
Intermediate Similarity	0.7184	NPC102810
Intermediate Similarity	0.7184	NPC47634
Intermediate Similarity	0.7184	NPC292213
Intermediate Similarity	0.7184	NPC158329
Intermediate Similarity	0.7183	NPC174486
Intermediate Similarity	0.7182	NPC314946
Intermediate Similarity	0.7177	NPC475233
Intermediate Similarity	0.7176	NPC83019
Intermediate Similarity	0.7163	NPC48474
Intermediate Similarity	0.7163	NPC476139
Intermediate Similarity	0.7163	NPC98776
Intermediate Similarity	0.7156	NPC208069
Intermediate Similarity	0.715	NPC193698
Intermediate Similarity	0.715	NPC476196
Intermediate Similarity	0.715	NPC477671
Intermediate Similarity	0.715	NPC477687
Intermediate Similarity	0.7143	NPC8817
Intermediate Similarity	0.7143	NPC5671
Intermediate Similarity	0.7143	NPC137296
Intermediate Similarity	0.7136	NPC223413
Intermediate Similarity	0.7136	NPC129578
Intermediate Similarity	0.713	NPC204580
Intermediate Similarity	0.7122	NPC473908
Intermediate Similarity	0.7117	NPC315889
Intermediate Similarity	0.7115	NPC271385
Intermediate Similarity	0.7115	NPC5029
Intermediate Similarity	0.7115	NPC30432
Intermediate Similarity	0.7115	NPC76128
Intermediate Similarity	0.7115	NPC111536
Intermediate Similarity	0.7114	NPC164244
Intermediate Similarity	0.711	NPC108487
Intermediate Similarity	0.7108	NPC475106
Intermediate Similarity	0.7108	NPC314693
Intermediate Similarity	0.7104	NPC80472
Intermediate Similarity	0.7101	NPC191653
Intermediate Similarity	0.7101	NPC41598
Intermediate Similarity	0.7101	NPC476216
Intermediate Similarity	0.71	NPC472799
Intermediate Similarity	0.71	NPC477669
Intermediate Similarity	0.7097	NPC315351
Intermediate Similarity	0.7097	NPC316412
Intermediate Similarity	0.7095	NPC98943
Intermediate Similarity	0.7095	NPC312630
Intermediate Similarity	0.7095	NPC324220
Intermediate Similarity	0.7095	NPC477816
Intermediate Similarity	0.7095	NPC227275
Intermediate Similarity	0.7095	NPC475246
Intermediate Similarity	0.7095	NPC46958
Intermediate Similarity	0.7092	NPC470357
Intermediate Similarity	0.7089	NPC106700
Intermediate Similarity	0.7089	NPC469437
Intermediate Similarity	0.7078	NPC316164
Intermediate Similarity	0.7075	NPC18306
Intermediate Similarity	0.7067	NPC298778
Intermediate Similarity	0.7064	NPC470194
Intermediate Similarity	0.7064	NPC470195
Intermediate Similarity	0.7064	NPC316274
Intermediate Similarity	0.7064	NPC470200
Intermediate Similarity	0.7064	NPC470196
Intermediate Similarity	0.7064	NPC42286
Intermediate Similarity	0.7064	NPC282474
Intermediate Similarity	0.7064	NPC470197
Intermediate Similarity	0.7064	NPC470193
Intermediate Similarity	0.7064	NPC470198
Intermediate Similarity	0.7062	NPC477682
Intermediate Similarity	0.7062	NPC477683
Intermediate Similarity	0.7061	NPC313582
Intermediate Similarity	0.7059	NPC117985
Intermediate Similarity	0.7059	NPC101207
Intermediate Similarity	0.7056	NPC87583
Intermediate Similarity	0.7056	NPC197972
Intermediate Similarity	0.705	NPC471347
Intermediate Similarity	0.705	NPC471349
Intermediate Similarity	0.7048	NPC294149
Intermediate Similarity	0.7048	NPC3718
Intermediate Similarity	0.7048	NPC474345
Intermediate Similarity	0.7042	NPC293227
Intermediate Similarity	0.7042	NPC473717
Intermediate Similarity	0.7042	NPC475662
Intermediate Similarity	0.7042	NPC473631
Intermediate Similarity	0.7041	NPC75694
Intermediate Similarity	0.7034	NPC185031
Intermediate Similarity	0.7033	NPC169018
Intermediate Similarity	0.7032	NPC133775
Intermediate Similarity	0.703	NPC477675
Intermediate Similarity	0.7028	NPC277710
Intermediate Similarity	0.7028	NPC299149
Intermediate Similarity	0.7028	NPC244903
Intermediate Similarity	0.7028	NPC153578
Intermediate Similarity	0.7028	NPC114257
Intermediate Similarity	0.7023	NPC294863
Intermediate Similarity	0.7023	NPC282636
Intermediate Similarity	0.7023	NPC105591
Intermediate Similarity	0.7021	NPC211215
Intermediate Similarity	0.7019	NPC222455
Intermediate Similarity	0.7019	NPC473202
Intermediate Similarity	0.7019	NPC473095
Intermediate Similarity	0.7019	NPC54903
Intermediate Similarity	0.7019	NPC286074
Intermediate Similarity	0.7019	NPC315406
Intermediate Similarity	0.7019	NPC473096
Intermediate Similarity	0.7015	NPC471695
Intermediate Similarity	0.7014	NPC469345
Intermediate Similarity	0.7014	NPC101991
Intermediate Similarity	0.701	NPC306978
Intermediate Similarity	0.701	NPC286422
Intermediate Similarity	0.7005	NPC17274
Intermediate Similarity	0.7005	NPC178851
Intermediate Similarity	0.7005	NPC120857
Intermediate Similarity	0.7005	NPC125465
Intermediate Similarity	0.7005	NPC85047
Intermediate Similarity	0.7005	NPC476255
Intermediate Similarity	0.7	NPC131862
Intermediate Similarity	0.7	NPC229051
Intermediate Similarity	0.7	NPC472054
Intermediate Similarity	0.7	NPC154986
Intermediate Similarity	0.7	NPC477673
Intermediate Similarity	0.7	NPC476662
Intermediate Similarity	0.7	NPC470942
Intermediate Similarity	0.7	NPC477672
Intermediate Similarity	0.7	NPC175617
Remote Similarity	0.6995	NPC170203
Remote Similarity	0.699	NPC100849
Remote Similarity	0.699	NPC131578
Remote Similarity	0.6986	NPC477670
Remote Similarity	0.6981	NPC478000
Remote Similarity	0.6979	NPC316461
Remote Similarity	0.6977	NPC475352
Remote Similarity	0.6977	NPC473686
Remote Similarity	0.6977	NPC475220
Remote Similarity	0.6977	NPC229817
Remote Similarity	0.6977	NPC221140
Remote Similarity	0.6972	NPC470199
Remote Similarity	0.6972	NPC314459
Remote Similarity	0.6971	NPC473094
Remote Similarity	0.6971	NPC76647
Remote Similarity	0.6971	NPC198075
Remote Similarity	0.6968	NPC131405
Remote Similarity	0.6967	NPC232412
Remote Similarity	0.6967	NPC98667
Remote Similarity	0.6967	NPC86809
Remote Similarity	0.6967	NPC470454

Drug Structure

NPD8366 OpenBabel08211713012D 65 69 0 0 1 0 0 0 0 0999 V2000 -4.6825 -4.0824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8841 -5.3715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1692 0.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2800 -2.6085 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0935 -1.0290 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1332 -0.8016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4305 1.2530 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6584 0.3876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0756 -5.0728 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9320 1.5261 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0304 -4.1779 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4979 -3.8866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5051 -4.3439 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5403 -0.0265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1663 -3.5987 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3443 -5.1232 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2861 -3.1241 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4641 -4.6486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9908 0.0125 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7037 -3.6994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8783 -3.4881 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.9550 -4.3740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5255 -0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.2889 -2.4751 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.1608 -1.3895 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2672 -1.3016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6167 0.6719 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1765 -3.2249 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0628 -0.2010 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0867 -2.1639 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5944 -2.7938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0132 -1.6180 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4967 -3.6732 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1476 -3.0075 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.2934 -1.9242 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2672 -2.2964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0221 -2.7110 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3027 -3.5484 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8993 -0.9046 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.5944 -0.8042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9404 -1.3167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4148 -4.2664 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9485 -0.3168 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 1.5548 -3.1745 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9182 -4.0277 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1954 -4.5982 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4350 -3.6491 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.7065 1.0860 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.0743 -3.3832 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2865 -1.8070 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.1332 -2.7964 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9927 -2.9518 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9302 -4.3271 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7445 -1.9111 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0980 -5.2149 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4960 0.7003 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.4489 -0.0863 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.7131 -0.3235 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 1.5257 -2.1749 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.2123 -4.3736 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.8846 -2.6084 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9992 -2.2964 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9183 -4.1729 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1182 -5.4148 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 22 1 0 0 0 0 3 23 1 0 0 0 0 4 24 1 0 0 0 0 5 25 1 0 0 0 0 6 26 1 0 0 0 0 7 27 1 0 0 0 0 8 43 1 0 0 0 0 9 46 1 0 0 0 0 10 56 1 0 0 0 0 11 12 2 0 0 0 0 11 13 1 0 0 0 0 12 21 1 0 0 0 0 13 22 2 0 0 0 0 14 19 2 0 0 0 0 14 29 1 0 0 0 0 15 17 1 0 0 0 0 15 46 1 0 0 0 0 16 18 1 0 0 0 0 16 46 1 0 0 0 0 17 47 1 0 0 0 0 18 47 1 0 0 0 0 19 57 1 0 0 0 0 20 28 2 0 0 0 0 20 44 1 0 0 0 0 21 34 1 0 0 0 0 22 42 1 0 0 0 0 23 29 1 0 0 0 0 23 39 1 0 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 25 35 1 0 0 0 0 25 39 1 0 0 0 0 26 36 2 0 0 0 0 26 40 1 0 0 0 0 27 48 2 0 0 0 0 27 58 1 0 0 0 0 28 33 1 0 0 0 0 28 37 1 0 0 0 0 29 56 1 0 0 0 0 30 31 2 0 0 0 0 30 32 1 0 0 0 0 30 37 1 0 0 0 0 31 36 1 0 0 0 0 31 38 1 0 0 0 0 32 40 2 0 0 0 0 32 41 1 0 0 0 0 33 38 2 0 0 0 0 33 45 1 0 0 0 0 34 49 1 0 0 0 0 35 50 1 0 0 0 0 36 51 1 0 0 0 0 37 52 2 0 0 0 0 38 53 1 0 0 0 0 39 58 1 0 0 0 0 40 59 1 0 0 0 0 41 43 1 0 0 0 0 41 54 2 0 0 0 0 42 45 2 3 0 0 0 42 55 1 0 0 0 0 43 57 1 0 0 0 0 43 59 1 0 0 0 0 44 47 1 0 0 0 0 44 60 1 0 0 0 0 49 61 1 0 0 0 0 50 62 1 0 0 0 0 51 63 1 0 0 0 0 53 64 1 0 0 0 0 55 65 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001512; DAP000197
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6243627
ChEBI
CAS Number

Drug Properties

Molecular Weight	822.41
ALogP	-1.0934
MLogP	4.43
XLogP	1.764
HDA	14
HBD	6
Rotatable Bonds	20
TPSA	220.15
RO5 Violation	2