NPASS drugs

Drug Information

Drug ID:	NPD8449
Drug Name:
Molecular Formula:	C45H73NO15
Canonical SMILES:	OC[C@H]1O[C@@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@H]4C[C@H]4[C@@H]3[C@H](C)[C@]3(O4)CC[C@H](CN3)C)C)C2)C)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
Standard InCHI:	"InChI=1S/C45H73NO15/c1-19-9-14-45(46-17-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(53)34(51)32(49)22(4)56-41)37(54)38(29(18-47)58-42)59-40-35(52)33(50)31(48)21(3)55-40/h7,19-22,24-42,46-54H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1"
Standard InCHIKey:	MBWUSSKCCUMJHO-ZGXDEBHDSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8449

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	93893
0.1-0.2	101838
0.2-0.3	13154
0.3-0.4	2021
0.4-0.5	412
0.5-0.6	11
0.6-0.7	128
0.7-0.8	33
0.8-0.85	12
0.85-0.9	3
0.9-0.95	2
0.95-1	11

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC122819
High Similarity	1.0	NPC124308
High Similarity	1.0	NPC186528
High Similarity	1.0	NPC232572
High Similarity	1.0	NPC292499
High Similarity	1.0	NPC504395
High Similarity	1.0	NPC517669
High Similarity	1.0	NPC538276
High Similarity	1.0	NPC585480
High Similarity	1.0	NPC602949
High Similarity	0.967	NPC4238
High Similarity	0.9158	NPC67575
High Similarity	0.9072	NPC500919
High Similarity	0.8889	NPC287885
High Similarity	0.8788	NPC520336
High Similarity	0.8788	NPC536695
Intermediate Similarity	0.8478	NPC15249
Intermediate Similarity	0.8478	NPC245086
Intermediate Similarity	0.8478	NPC16983
Intermediate Similarity	0.8478	NPC25455
Intermediate Similarity	0.8478	NPC183531
Intermediate Similarity	0.8478	NPC88369
Intermediate Similarity	0.8478	NPC552763
Intermediate Similarity	0.8454	NPC530613
Intermediate Similarity	0.8454	NPC556188
Intermediate Similarity	0.8404	NPC277431
Intermediate Similarity	0.8404	NPC186040
Intermediate Similarity	0.8404	NPC87705
Intermediate Similarity	0.7981	NPC562185
Intermediate Similarity	0.798	NPC150057
Intermediate Similarity	0.798	NPC309080
Intermediate Similarity	0.798	NPC110990
Intermediate Similarity	0.798	NPC147753
Intermediate Similarity	0.798	NPC247921
Intermediate Similarity	0.798	NPC139936
Intermediate Similarity	0.798	NPC232469
Intermediate Similarity	0.798	NPC132787
Intermediate Similarity	0.798	NPC548350
Intermediate Similarity	0.7941	NPC536075
Intermediate Similarity	0.7938	NPC583977
Intermediate Similarity	0.79	NPC127489
Intermediate Similarity	0.7609	NPC13792
Intermediate Similarity	0.7609	NPC485607
Intermediate Similarity	0.7609	NPC592223
Intermediate Similarity	0.7524	NPC501138
Intermediate Similarity	0.7524	NPC557988
Intermediate Similarity	0.75	NPC70119
Intermediate Similarity	0.7347	NPC284122
Intermediate Similarity	0.7315	NPC227682
Intermediate Similarity	0.72	NPC50727
Intermediate Similarity	0.7188	NPC11438
Intermediate Similarity	0.7188	NPC153774
Intermediate Similarity	0.7188	NPC155945
Intermediate Similarity	0.7188	NPC511162
Intermediate Similarity	0.7172	NPC190954
Intermediate Similarity	0.7157	NPC283877
Intermediate Similarity	0.7143	NPC244726
Intermediate Similarity	0.7143	NPC593615
Intermediate Similarity	0.7129	NPC68589
Intermediate Similarity	0.7	NPC118685
Intermediate Similarity	0.7	NPC94272
Remote Similarity	0.6863	NPC95394
Remote Similarity	0.6847	NPC322561
Remote Similarity	0.6847	NPC559579
Remote Similarity	0.6842	NPC1354
Remote Similarity	0.6827	NPC470433
Remote Similarity	0.6827	NPC46190
Remote Similarity	0.6827	NPC43259
Remote Similarity	0.6827	NPC252142
Remote Similarity	0.6827	NPC95692
Remote Similarity	0.6827	NPC171073
Remote Similarity	0.6827	NPC493882
Remote Similarity	0.6827	NPC531525
Remote Similarity	0.6827	NPC604334
Remote Similarity	0.6822	NPC270674
Remote Similarity	0.6822	NPC518742
Remote Similarity	0.6822	NPC559655
Remote Similarity	0.6762	NPC248746
Remote Similarity	0.6762	NPC77112
Remote Similarity	0.6762	NPC176691
Remote Similarity	0.6729	NPC73243
Remote Similarity	0.6729	NPC244086
Remote Similarity	0.6729	NPC84956
Remote Similarity	0.6729	NPC165410
Remote Similarity	0.6729	NPC152857
Remote Similarity	0.6729	NPC256620
Remote Similarity	0.6729	NPC37852
Remote Similarity	0.6729	NPC61139
Remote Similarity	0.6729	NPC39591
Remote Similarity	0.6729	NPC528439
Remote Similarity	0.6729	NPC541395
Remote Similarity	0.6729	NPC568571
Remote Similarity	0.6729	NPC591539
Remote Similarity	0.6698	NPC42171
Remote Similarity	0.6636	NPC480555
Remote Similarity	0.6636	NPC219520
Remote Similarity	0.6636	NPC150372
Remote Similarity	0.6636	NPC247044
Remote Similarity	0.6636	NPC93991
Remote Similarity	0.6636	NPC134703
Remote Similarity	0.6636	NPC585255
Remote Similarity	0.6635	NPC4925
Remote Similarity	0.6606	NPC247037
Remote Similarity	0.6606	NPC70230
Remote Similarity	0.6606	NPC305178
Remote Similarity	0.6574	NPC3028
Remote Similarity	0.6574	NPC133722
Remote Similarity	0.6574	NPC73170
Remote Similarity	0.6514	NPC292042
Remote Similarity	0.6495	NPC238128
Remote Similarity	0.6495	NPC165439
Remote Similarity	0.6481	NPC182979
Remote Similarity	0.6455	NPC145427
Remote Similarity	0.6455	NPC269297
Remote Similarity	0.6455	NPC222202
Remote Similarity	0.6455	NPC216773
Remote Similarity	0.6455	NPC142942
Remote Similarity	0.6455	NPC58930
Remote Similarity	0.6455	NPC184745
Remote Similarity	0.6449	NPC204339
Remote Similarity	0.6429	NPC89101
Remote Similarity	0.6429	NPC194293
Remote Similarity	0.6429	NPC249265
Remote Similarity	0.6429	NPC480554
Remote Similarity	0.6422	NPC50528
Remote Similarity	0.6404	NPC503658
Remote Similarity	0.6404	NPC586418
Remote Similarity	0.6396	NPC475333
Remote Similarity	0.6396	NPC201053
Remote Similarity	0.6396	NPC224098
Remote Similarity	0.6396	NPC23991
Remote Similarity	0.6396	NPC208383
Remote Similarity	0.6396	NPC518119
Remote Similarity	0.6372	NPC23808
Remote Similarity	0.6372	NPC87998
Remote Similarity	0.6372	NPC158720
Remote Similarity	0.6339	NPC310293
Remote Similarity	0.6339	NPC194207
Remote Similarity	0.6339	NPC309684
Remote Similarity	0.6339	NPC22779
Remote Similarity	0.6339	NPC42915
Remote Similarity	0.6339	NPC137482
Remote Similarity	0.6339	NPC278452
Remote Similarity	0.6339	NPC170165
Remote Similarity	0.6339	NPC534932
Remote Similarity	0.633	NPC475182
Remote Similarity	0.633	NPC78558
Remote Similarity	0.633	NPC561857
Remote Similarity	0.6316	NPC480553
Remote Similarity	0.6306	NPC293444
Remote Similarity	0.6306	NPC168101
Remote Similarity	0.6306	NPC188080
Remote Similarity	0.6306	NPC87898
Remote Similarity	0.6283	NPC206842
Remote Similarity	0.6283	NPC79263
Remote Similarity	0.6262	NPC66182
Remote Similarity	0.6261	NPC247896
Remote Similarity	0.625	NPC201724
Remote Similarity	0.6238	NPC305586
Remote Similarity	0.6228	NPC126918
Remote Similarity	0.6228	NPC41850
Remote Similarity	0.6228	NPC97670
Remote Similarity	0.6228	NPC508228
Remote Similarity	0.6216	NPC503735
Remote Similarity	0.6195	NPC84597
Remote Similarity	0.6161	NPC70314
Remote Similarity	0.6147	NPC240531
Remote Similarity	0.6139	NPC71093
Remote Similarity	0.6134	NPC142108
Remote Similarity	0.6134	NPC302780
Remote Similarity	0.6106	NPC529940
Remote Similarity	0.6068	NPC232054
Remote Similarity	0.6068	NPC37416
Remote Similarity	0.6068	NPC72093
Remote Similarity	0.6055	NPC265275
Remote Similarity	0.6055	NPC229620
Remote Similarity	0.6055	NPC498142
Remote Similarity	0.6053	NPC20433
Remote Similarity	0.6053	NPC526076
Remote Similarity	0.605	NPC480556
Remote Similarity	0.605	NPC502297
Remote Similarity	0.6038	NPC549533
Remote Similarity	0.6034	NPC13257
Remote Similarity	0.6034	NPC16598
Remote Similarity	0.6017	NPC155637
Remote Similarity	0.6	NPC304971
Remote Similarity	0.6	NPC247791
Remote Similarity	0.6	NPC50068
Remote Similarity	0.6	NPC224314
Remote Similarity	0.5983	NPC308140
Remote Similarity	0.5983	NPC111955
Remote Similarity	0.598	NPC568399
Remote Similarity	0.598	NPC574889
Remote Similarity	0.5957	NPC485606
Remote Similarity	0.595	NPC556034
Remote Similarity	0.5948	NPC187834
Remote Similarity	0.5926	NPC147914
Remote Similarity	0.5917	NPC177309
Remote Similarity	0.5917	NPC75322
Remote Similarity	0.5917	NPC190067

Drug Structure

NPD8449 OpenBabel08211713022D 70 78 0 0 1 0 0 0 0 0999 V2000 2.0870 9.5944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9719 5.8749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7559 -2.2457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1830 1.7994 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9938 4.1265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7598 2.3993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3531 3.3129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5870 8.7284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9965 -0.0277 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2237 2.7129 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5897 0.8858 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6305 3.6265 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0870 7.8623 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5788 0.6768 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3586 5.2445 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0870 7.8623 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 1.5870 8.7284 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9938 6.0828 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.1681 -1.4367 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.1720 1.5903 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9910 -0.1322 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.3586 3.4174 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7708 2.6084 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9518 4.3310 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.6154 5.9136 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.2506 5.4136 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5749 -0.5231 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.9871 0.2859 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9926 0.1813 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.5858 -0.7322 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.1775 1.6949 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0427 4.4355 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.5870 6.9963 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5870 6.9963 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5694 -0.4186 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3938 1.1994 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4048 0.9904 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.1736 -1.5412 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 0.0000 -0.0000 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 -0.4075 6.8918 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0870 6.1303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.1572 -1.2276 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3884 1.3040 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.5897 0.8858 0.0000 H 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 2 20 1 0 0 0 0 7 8 1 0 0 0 0 7 23 2 0 0 0 0 9 14 1 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 24 1 0 0 0 0 11 13 1 0 0 0 0 11 26 1 0 0 0 0 12 43 1 0 0 0 0 13 44 1 0 0 0 0 15 23 1 0 0 0 0 15 24 1 0 0 0 0 16 27 1 0 0 0 0 17 19 1 0 0 0 0 17 46 1 0 0 0 0 18 47 1 0 0 0 0 19 1 1 1 0 0 0 20 30 1 0 0 0 0 20 45 1 1 0 0 0 21 3 1 1 0 0 0 21 31 1 0 0 0 0 21 55 1 0 0 0 0 22 4 1 6 0 0 0 22 32 1 0 0 0 0 22 56 1 0 0 0 0 23 43 1 0 0 0 0 24 57 1 6 0 0 0 25 8 1 1 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 26 43 1 6 0 0 0 27 44 1 6 0 0 0 28 16 1 6 0 0 0 28 30 1 0 0 0 0 28 61 1 0 0 0 0 29 18 1 1 0 0 0 29 38 1 0 0 0 0 29 58 1 0 0 0 0 30 44 1 6 0 0 0 31 33 1 0 0 0 0 31 48 1 6 0 0 0 32 34 1 0 0 0 0 32 49 1 1 0 0 0 33 35 1 0 0 0 0 33 50 1 1 0 0 0 34 36 1 0 0 0 0 34 51 1 6 0 0 0 35 40 1 0 0 0 0 35 52 1 1 0 0 0 36 41 1 0 0 0 0 36 53 1 6 0 0 0 37 38 1 0 0 0 0 37 39 1 0 0 0 0 37 54 1 1 0 0 0 38 59 1 6 0 0 0 39 42 1 0 0 0 0 39 60 1 6 0 0 0 40 55 1 0 0 0 0 40 59 1 6 0 0 0 41 56 1 0 0 0 0 41 60 1 1 0 0 0 42 57 1 1 0 0 0 42 58 1 0 0 0 0 43 5 1 6 0 0 0 44 6 1 6 0 0 0 45 14 1 6 0 0 0 45 46 1 0 0 0 0 45 61 1 0 0 0 0 46 62 1 0 0 0 0 47 63 1 0 0 0 0 48 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 52 68 1 0 0 0 0 53 69 1 0 0 0 0 54 70 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001478
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	73611
ChEBI
CAS Number

Drug Properties

Molecular Weight	867.5
ALogP	-4.2299
MLogP	4.65
XLogP	2.64
HDA	16
HBD	9
Rotatable Bonds	21
TPSA	238.48
RO5 Violation	2