NPASS drugs

Drug Information

Drug ID:	NPD8491
Drug Name:
Molecular Formula:	C47H64N4O12
Canonical SMILES:	CO[C@H]1/C=C/O[C@@]2(C)Oc3c(C2=O)c2C(=O)/C(=C/NN4CCN(CC4)C4CCCC4)/C(=C(c2c(c3C)O)O)N=C(/C(=CC=C[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]1C)OC(=O)C)C)O)C)O)C)/C)O
Standard InCHI:	InChI=1S/C47H64N4O12/c1-24-13-12-14-25(2)46(59)49-37-32(23-48-51-20-18-50(19-21-51)31-15-10-11-16-31)41(56)34-35(42(37)57)40(55)29(6)44-36(34)45(58)47(8,63-44)61-22-17-33(60-9)26(3)43(62-30(7)52)28(5)39(54)27(4)38(24)53/h12-14,17,22-24,26-28,31,33,38-39,43,48,53-55,57H,10-11,15-16,18-21H2,1-9H3,(H,49,59)/b13-12+,22-17+,25-14-,32-23+/t24-,26+,27+,28+,33-,38-,39+,43+,47-/m0/s1
Standard InCHIKey:	RISDZDVHYCURHD-QLWTZYDESA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8491

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	243
0.1-0.2	1086
0.2-0.3	2858
0.3-0.4	7260
0.4-0.5	7020
0.5-0.6	7205
0.6-0.7	5122
0.7-0.8	94
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	0.8479	NPC314987
Intermediate Similarity	0.8077	NPC313453
Intermediate Similarity	0.783	NPC317567
Intermediate Similarity	0.7456	NPC252156
Intermediate Similarity	0.7313	NPC316368
Intermediate Similarity	0.7313	NPC284236
Intermediate Similarity	0.7269	NPC478047
Intermediate Similarity	0.7269	NPC478046
Intermediate Similarity	0.7269	NPC328856
Intermediate Similarity	0.7269	NPC314914
Intermediate Similarity	0.7269	NPC321226
Intermediate Similarity	0.7269	NPC180210
Intermediate Similarity	0.7265	NPC227033
Intermediate Similarity	0.7249	NPC170101
Intermediate Similarity	0.724	NPC314941
Intermediate Similarity	0.7238	NPC162248
Intermediate Similarity	0.7233	NPC314653
Intermediate Similarity	0.7233	NPC316262
Intermediate Similarity	0.7225	NPC478048
Intermediate Similarity	0.7217	NPC473607
Intermediate Similarity	0.7212	NPC315253
Intermediate Similarity	0.7207	NPC314946
Intermediate Similarity	0.7207	NPC80472
Intermediate Similarity	0.719	NPC476311
Intermediate Similarity	0.719	NPC309692
Intermediate Similarity	0.7177	NPC477572
Intermediate Similarity	0.7177	NPC477571
Intermediate Similarity	0.7177	NPC315306
Intermediate Similarity	0.7177	NPC221792
Intermediate Similarity	0.7177	NPC477573
Intermediate Similarity	0.7177	NPC313717
Intermediate Similarity	0.717	NPC233978
Intermediate Similarity	0.717	NPC476199
Intermediate Similarity	0.717	NPC476210
Intermediate Similarity	0.7163	NPC472894
Intermediate Similarity	0.715	NPC163924
Intermediate Similarity	0.715	NPC54661
Intermediate Similarity	0.715	NPC475148
Intermediate Similarity	0.715	NPC475656
Intermediate Similarity	0.7143	NPC315889
Intermediate Similarity	0.7136	NPC109403
Intermediate Similarity	0.7136	NPC314738
Intermediate Similarity	0.7136	NPC473729
Intermediate Similarity	0.7136	NPC261012
Intermediate Similarity	0.7129	NPC292213
Intermediate Similarity	0.7129	NPC117713
Intermediate Similarity	0.7123	NPC314020
Intermediate Similarity	0.7123	NPC83019
Intermediate Similarity	0.7122	NPC470358
Intermediate Similarity	0.7122	NPC313368
Intermediate Similarity	0.7109	NPC476152
Intermediate Similarity	0.7109	NPC476229
Intermediate Similarity	0.7104	NPC316164
Intermediate Similarity	0.7103	NPC477860
Intermediate Similarity	0.7103	NPC475161
Intermediate Similarity	0.7091	NPC42286
Intermediate Similarity	0.7081	NPC129578
Intermediate Similarity	0.7078	NPC204580
Intermediate Similarity	0.7075	NPC68381
Intermediate Similarity	0.7067	NPC189689
Intermediate Similarity	0.7067	NPC473908
Intermediate Similarity	0.7064	NPC314672
Intermediate Similarity	0.7062	NPC476159
Intermediate Similarity	0.7059	NPC185031
Intermediate Similarity	0.7059	NPC477674
Intermediate Similarity	0.7051	NPC174486
Intermediate Similarity	0.7048	NPC55422
Intermediate Similarity	0.7048	NPC476146
Intermediate Similarity	0.7048	NPC40089
Intermediate Similarity	0.7048	NPC75141
Intermediate Similarity	0.7048	NPC47634
Intermediate Similarity	0.7048	NPC158329
Intermediate Similarity	0.7048	NPC102810
Intermediate Similarity	0.7046	NPC211215
Intermediate Similarity	0.7045	NPC315351
Intermediate Similarity	0.7045	NPC316412
Intermediate Similarity	0.7042	NPC227275
Intermediate Similarity	0.7042	NPC475233
Intermediate Similarity	0.7042	NPC98943
Intermediate Similarity	0.7042	NPC312630
Intermediate Similarity	0.7042	NPC324220
Intermediate Similarity	0.7037	NPC469437
Intermediate Similarity	0.7032	NPC48474
Intermediate Similarity	0.7028	NPC98776
Intermediate Similarity	0.7028	NPC476139
Intermediate Similarity	0.7023	NPC208069
Intermediate Similarity	0.7023	NPC18306
Intermediate Similarity	0.7014	NPC193698
Intermediate Similarity	0.7014	NPC476196
Intermediate Similarity	0.7013	NPC313582
Intermediate Similarity	0.701	NPC477671
Intermediate Similarity	0.701	NPC477687
Intermediate Similarity	0.7009	NPC5671
Intermediate Similarity	0.7	NPC137296
Intermediate Similarity	0.7	NPC223413
Intermediate Similarity	0.7	NPC8817
Remote Similarity	0.6982	NPC108487
Remote Similarity	0.6982	NPC313274
Remote Similarity	0.6981	NPC169018
Remote Similarity	0.6981	NPC5029
Remote Similarity	0.6981	NPC30432
Remote Similarity	0.6981	NPC271385
Remote Similarity	0.6981	NPC111536
Remote Similarity	0.6981	NPC76128
Remote Similarity	0.6976	NPC164244
Remote Similarity	0.6971	NPC475106
Remote Similarity	0.6971	NPC314693
Remote Similarity	0.6967	NPC41598
Remote Similarity	0.6967	NPC476216
Remote Similarity	0.6967	NPC191653
Remote Similarity	0.6963	NPC475246
Remote Similarity	0.6963	NPC46958
Remote Similarity	0.6963	NPC477816
Remote Similarity	0.6961	NPC472799
Remote Similarity	0.6961	NPC477669
Remote Similarity	0.6959	NPC106700
Remote Similarity	0.6951	NPC476662
Remote Similarity	0.695	NPC470357
Remote Similarity	0.6947	NPC314596
Remote Similarity	0.6937	NPC470196
Remote Similarity	0.6937	NPC470198
Remote Similarity	0.6937	NPC282474
Remote Similarity	0.6937	NPC470195
Remote Similarity	0.6937	NPC470193
Remote Similarity	0.6937	NPC470200
Remote Similarity	0.6937	NPC470197
Remote Similarity	0.6937	NPC470194
Remote Similarity	0.6937	NPC316274
Remote Similarity	0.6934	NPC298778
Remote Similarity	0.6934	NPC477670
Remote Similarity	0.693	NPC477683
Remote Similarity	0.693	NPC477682
Remote Similarity	0.693	NPC478000
Remote Similarity	0.6927	NPC87583
Remote Similarity	0.6927	NPC197972
Remote Similarity	0.6923	NPC101207
Remote Similarity	0.6923	NPC117985
Remote Similarity	0.692	NPC5674
Remote Similarity	0.6916	NPC474345
Remote Similarity	0.6916	NPC3718
Remote Similarity	0.6916	NPC294149
Remote Similarity	0.6912	NPC473717
Remote Similarity	0.6912	NPC471349
Remote Similarity	0.6912	NPC470332
Remote Similarity	0.6912	NPC471347
Remote Similarity	0.6912	NPC475662
Remote Similarity	0.6912	NPC473631
Remote Similarity	0.6912	NPC329790
Remote Similarity	0.6912	NPC293227
Remote Similarity	0.6909	NPC289223
Remote Similarity	0.6906	NPC476661
Remote Similarity	0.6906	NPC133775
Remote Similarity	0.6903	NPC246303
Remote Similarity	0.69	NPC75694
Remote Similarity	0.6898	NPC114257
Remote Similarity	0.6898	NPC277710
Remote Similarity	0.6898	NPC299149
Remote Similarity	0.6898	NPC244903
Remote Similarity	0.6898	NPC153578
Remote Similarity	0.6895	NPC105591
Remote Similarity	0.6895	NPC282636
Remote Similarity	0.6895	NPC475360
Remote Similarity	0.6895	NPC294863
Remote Similarity	0.6893	NPC477675
Remote Similarity	0.6891	NPC470847
Remote Similarity	0.6887	NPC54903
Remote Similarity	0.6887	NPC222455
Remote Similarity	0.6887	NPC286074
Remote Similarity	0.6887	NPC473095
Remote Similarity	0.6887	NPC473096
Remote Similarity	0.6887	NPC473202
Remote Similarity	0.6887	NPC315406
Remote Similarity	0.6886	NPC46990
Remote Similarity	0.6884	NPC101991
Remote Similarity	0.6884	NPC472661
Remote Similarity	0.6884	NPC469345
Remote Similarity	0.6878	NPC471695
Remote Similarity	0.6878	NPC478034
Remote Similarity	0.6875	NPC286422
Remote Similarity	0.6875	NPC306978
Remote Similarity	0.6872	NPC85047
Remote Similarity	0.6872	NPC120857
Remote Similarity	0.6872	NPC476255
Remote Similarity	0.6872	NPC125465
Remote Similarity	0.6872	NPC17274
Remote Similarity	0.6872	NPC178851
Remote Similarity	0.6869	NPC470942
Remote Similarity	0.6869	NPC229051
Remote Similarity	0.6869	NPC475080
Remote Similarity	0.6869	NPC472054
Remote Similarity	0.6869	NPC131862
Remote Similarity	0.6869	NPC154986
Remote Similarity	0.6866	NPC170203
Remote Similarity	0.6863	NPC175617
Remote Similarity	0.6863	NPC477672
Remote Similarity	0.6863	NPC477673
Remote Similarity	0.6862	NPC316461
Remote Similarity	0.6861	NPC314687
Remote Similarity	0.6857	NPC100849
Remote Similarity	0.6857	NPC131578

Drug Structure

NPD8491 OpenBabel08211713032D 69 74 0 0 1 0 0 0 0 0999 V2000 3.4256 -6.0427 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9057 -3.0016 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8982 -1.5039 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7085 -6.0394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7604 -2.9938 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0538 -2.0409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0693 -4.6990 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0091 2.0076 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4708 -2.9552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.5502 3.8643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.0136 3.0371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1369 -4.9934 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2863 -4.5023 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0018 -4.5056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6202 3.6792 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.3701 2.3406 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8526 -0.5357 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6693 1.3259 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8666 2.7587 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.8421 0.8624 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0393 2.2953 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7094 -0.0330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1876 -0.0645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4276 -5.0017 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.0036 -3.5212 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0039 -2.0235 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7121 -4.9984 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8572 -3.5114 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8494 -1.5233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1177 -4.4473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5089 2.7375 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3603 -0.5280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8545 -1.5201 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5722 -0.5299 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5703 -1.5266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7154 -0.0334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3762 -1.4761 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5770 -4.4990 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8553 -4.4957 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7116 -2.0268 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4735 0.0358 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4333 -2.0301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0058 -3.0079 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8513 -0.5266 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7173 0.9633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1530 -3.0301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0043 0.9666 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.1998 0.8837 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1612 -2.0033 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.6816 2.2740 0.0000 N 0 0 3 0 0 0 0 0 0 0 0 0 6.0271 1.3471 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.4239 -5.1456 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6025 -2.5231 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0006 -4.9841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7072 -3.0206 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4780 1.0469 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4288 -3.0292 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.4324 1.6756 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3004 -3.5179 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7133 -2.0012 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7012 0.9884 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8598 -3.4973 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 4.3848 1.3684 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9130 -1.8155 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2584 -5.9338 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5437 -3.5571 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.0912 -3.7771 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5509 -4.4676 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 25 1 0 0 0 0 6 29 1 0 0 0 0 7 30 1 0 0 0 0 9 60 1 0 0 0 0 10 11 1 0 0 0 0 10 15 1 0 0 0 0 11 16 1 0 0 0 0 12 13 2 0 0 0 0 12 14 1 0 0 0 0 13 24 1 0 0 0 0 14 25 2 0 0 0 0 15 31 1 0 0 0 0 16 31 1 0 0 0 0 17 22 2 0 0 0 0 17 33 1 0 0 0 0 18 20 1 0 0 0 0 18 50 1 0 0 0 0 19 21 1 0 0 0 0 19 50 1 0 0 0 0 20 51 1 0 0 0 0 21 51 1 0 0 0 0 22 61 1 0 0 0 0 23 32 2 0 0 0 0 23 48 1 0 0 0 0 24 1 1 6 0 0 0 24 38 1 0 0 0 0 25 46 1 0 0 0 0 26 3 1 1 0 0 0 26 33 1 0 0 0 0 26 43 1 0 0 0 0 27 4 1 1 0 0 0 27 38 1 0 0 0 0 27 39 1 0 0 0 0 28 5 1 6 0 0 0 28 39 1 0 0 0 0 28 43 1 0 0 0 0 29 40 2 0 0 0 0 29 44 1 0 0 0 0 30 52 2 0 0 0 0 30 62 1 0 0 0 0 31 50 1 0 0 0 0 32 37 1 0 0 0 0 32 41 1 0 0 0 0 33 60 1 1 0 0 0 34 35 2 0 0 0 0 34 36 1 0 0 0 0 34 41 1 0 0 0 0 35 40 1 0 0 0 0 35 42 1 0 0 0 0 36 44 2 0 0 0 0 36 45 1 0 0 0 0 37 42 2 0 0 0 0 37 49 1 0 0 0 0 38 53 1 1 0 0 0 39 54 1 1 0 0 0 40 55 1 0 0 0 0 41 56 2 0 0 0 0 42 57 1 0 0 0 0 43 62 1 6 0 0 0 44 63 1 0 0 0 0 45 47 1 0 0 0 0 45 58 2 0 0 0 0 46 49 2 3 0 0 0 46 59 1 0 0 0 0 47 8 1 1 0 0 0 47 61 1 0 0 0 0 47 63 1 0 0 0 0 48 51 1 0 0 0 0 48 64 1 0 0 0 0 53 65 1 0 0 0 0 54 66 1 0 0 0 0 55 67 1 0 0 0 0 57 68 1 0 0 0 0 59 69 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000426
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6323497
ChEBI
CAS Number

Drug Properties

Molecular Weight	876.45
ALogP	-2.3981
MLogP	4.87
XLogP	3.023
HDA	14
HBD	6
Rotatable Bonds	20
TPSA	220.15
RO5 Violation	2