NPASS drugs

Drug Information

Drug ID:	NPD8442
Drug Name:	U-75875
Molecular Formula:	C45H61N7O7
Canonical SMILES:	CC[C@@H]([C@@H](C(=NCc1ccccn1)O)N=C([C@@H]([C@H]([C@@H]([C@@H](N=C([C@H](Cc1[nH]cnc1)N=C(COc1cccc2c1cccc2)O)O)CC1CCCCC1)O)O)C(C)C)O)C
Standard InCHI:	InChI=1S/C45H61N7O7/c1-5-29(4)40(45(58)48-25-32-18-11-12-21-47-32)52-44(57)39(28(2)3)42(55)41(54)35(22-30-14-7-6-8-15-30)51-43(56)36(23-33-24-46-27-49-33)50-38(53)26-59-37-20-13-17-31-16-9-10-19-34(31)37/h9-13,16-21,24,27-30,35-36,39-42,54-55H,5-8,14-15,22-23,25-26H2,1-4H3,(H,46,49)(H,48,58)(H,50,53)(H,51,56)(H,52,57)/t29-,35-,36-,39+,40-,41+,42+/m0/s1
Standard InCHIKey:	ZTKCGLWIXHAITR-JIFWBGJESA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8442

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	441
0.1-0.2	2153
0.2-0.3	9808
0.3-0.4	5855
0.4-0.5	9255
0.5-0.6	2208
0.6-0.7	1047
0.7-0.8	123
0.8-0.85	0
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	0.7743	NPC478010
Intermediate Similarity	0.7741	NPC110151
Intermediate Similarity	0.7737	NPC295228
Intermediate Similarity	0.7718	NPC160666
Intermediate Similarity	0.7629	NPC5145
Intermediate Similarity	0.7606	NPC478009
Intermediate Similarity	0.7568	NPC315467
Intermediate Similarity	0.7541	NPC469554
Intermediate Similarity	0.7539	NPC478006
Intermediate Similarity	0.7531	NPC310118
Intermediate Similarity	0.7521	NPC193267
Intermediate Similarity	0.7521	NPC213530
Intermediate Similarity	0.751	NPC295452
Intermediate Similarity	0.751	NPC171393
Intermediate Similarity	0.7469	NPC130570
Intermediate Similarity	0.7467	NPC176538
Intermediate Similarity	0.7462	NPC478012
Intermediate Similarity	0.7439	NPC255800
Intermediate Similarity	0.7439	NPC96584
Intermediate Similarity	0.7429	NPC201508
Intermediate Similarity	0.7418	NPC314954
Intermediate Similarity	0.7415	NPC471603
Intermediate Similarity	0.7414	NPC475070
Intermediate Similarity	0.7404	NPC167860
Intermediate Similarity	0.7404	NPC123976
Intermediate Similarity	0.7404	NPC290689
Intermediate Similarity	0.7398	NPC101543
Intermediate Similarity	0.7381	NPC284141
Intermediate Similarity	0.7371	NPC39092
Intermediate Similarity	0.7343	NPC477633
Intermediate Similarity	0.7342	NPC26679
Intermediate Similarity	0.7341	NPC477806
Intermediate Similarity	0.7341	NPC477796
Intermediate Similarity	0.7341	NPC477805
Intermediate Similarity	0.7341	NPC477795
Intermediate Similarity	0.7331	NPC478011
Intermediate Similarity	0.732	NPC30540
Intermediate Similarity	0.7311	NPC266931
Intermediate Similarity	0.7303	NPC314176
Intermediate Similarity	0.7303	NPC308906
Intermediate Similarity	0.73	NPC208284
Intermediate Similarity	0.7296	NPC223427
Intermediate Similarity	0.7296	NPC476138
Intermediate Similarity	0.7296	NPC245816
Intermediate Similarity	0.7295	NPC125597
Intermediate Similarity	0.7293	NPC251090
Intermediate Similarity	0.7284	NPC280272
Intermediate Similarity	0.7284	NPC232727
Intermediate Similarity	0.7266	NPC472066
Intermediate Similarity	0.7266	NPC472067
Intermediate Similarity	0.7266	NPC472031
Intermediate Similarity	0.7265	NPC285558
Intermediate Similarity	0.7265	NPC470500
Intermediate Similarity	0.7262	NPC217554
Intermediate Similarity	0.7255	NPC472068
Intermediate Similarity	0.7255	NPC471891
Intermediate Similarity	0.7251	NPC11408
Intermediate Similarity	0.725	NPC8022
Intermediate Similarity	0.725	NPC470799
Intermediate Similarity	0.7246	NPC476465
Intermediate Similarity	0.7243	NPC473317
Intermediate Similarity	0.7241	NPC19872
Intermediate Similarity	0.7238	NPC476287
Intermediate Similarity	0.7231	NPC250178
Intermediate Similarity	0.722	NPC304926
Intermediate Similarity	0.722	NPC476041
Intermediate Similarity	0.7215	NPC185782
Intermediate Similarity	0.7205	NPC307963
Intermediate Similarity	0.7203	NPC74619
Intermediate Similarity	0.7197	NPC314056
Intermediate Similarity	0.7197	NPC202605
Intermediate Similarity	0.7197	NPC112206
Intermediate Similarity	0.7194	NPC81175
Intermediate Similarity	0.719	NPC473822
Intermediate Similarity	0.7181	NPC314882
Intermediate Similarity	0.7178	NPC288349
Intermediate Similarity	0.7178	NPC170114
Intermediate Similarity	0.7167	NPC471080
Intermediate Similarity	0.7167	NPC469592
Intermediate Similarity	0.7166	NPC187145
Intermediate Similarity	0.7166	NPC6215
Intermediate Similarity	0.7162	NPC133140
Intermediate Similarity	0.7162	NPC195268
Intermediate Similarity	0.7161	NPC472111
Intermediate Similarity	0.7155	NPC242923
Intermediate Similarity	0.7137	NPC470549
Intermediate Similarity	0.7131	NPC132642
Intermediate Similarity	0.7126	NPC99891
Intermediate Similarity	0.7119	NPC476581
Intermediate Similarity	0.7119	NPC469594
Intermediate Similarity	0.7119	NPC16452
Intermediate Similarity	0.7119	NPC36229
Intermediate Similarity	0.7116	NPC478013
Intermediate Similarity	0.7102	NPC60621
Intermediate Similarity	0.7092	NPC180504
Intermediate Similarity	0.7087	NPC477861
Intermediate Similarity	0.708	NPC477531
Intermediate Similarity	0.708	NPC476451
Intermediate Similarity	0.7074	NPC76748
Intermediate Similarity	0.7068	NPC476997
Intermediate Similarity	0.7068	NPC252251
Intermediate Similarity	0.7068	NPC253580
Intermediate Similarity	0.7054	NPC202768
Intermediate Similarity	0.7054	NPC53069
Intermediate Similarity	0.7054	NPC296482
Intermediate Similarity	0.7054	NPC316981
Intermediate Similarity	0.7043	NPC92111
Intermediate Similarity	0.7042	NPC113369
Intermediate Similarity	0.7042	NPC11464
Intermediate Similarity	0.704	NPC476998
Intermediate Similarity	0.704	NPC476996
Intermediate Similarity	0.704	NPC209174
Intermediate Similarity	0.7033	NPC477532
Intermediate Similarity	0.7031	NPC296527
Intermediate Similarity	0.7028	NPC476492
Intermediate Similarity	0.7028	NPC470126
Intermediate Similarity	0.7025	NPC478074
Intermediate Similarity	0.7021	NPC121772
Intermediate Similarity	0.7013	NPC324149
Intermediate Similarity	0.7012	NPC475253
Intermediate Similarity	0.7004	NPC122463
Intermediate Similarity	0.7	NPC476994
Intermediate Similarity	0.7	NPC26543
Remote Similarity	0.6992	NPC477533
Remote Similarity	0.6992	NPC31930
Remote Similarity	0.6988	NPC24370
Remote Similarity	0.6988	NPC319232
Remote Similarity	0.6983	NPC251160
Remote Similarity	0.6979	NPC476167
Remote Similarity	0.6979	NPC4071
Remote Similarity	0.6979	NPC476578
Remote Similarity	0.6979	NPC476582
Remote Similarity	0.6977	NPC472434
Remote Similarity	0.6973	NPC56271
Remote Similarity	0.697	NPC258048
Remote Similarity	0.6967	NPC251936
Remote Similarity	0.696	NPC473185
Remote Similarity	0.6958	NPC478080
Remote Similarity	0.6958	NPC475910
Remote Similarity	0.6957	NPC323752
Remote Similarity	0.6949	NPC477019
Remote Similarity	0.6949	NPC249040
Remote Similarity	0.6949	NPC315957
Remote Similarity	0.6946	NPC476106
Remote Similarity	0.6943	NPC150447
Remote Similarity	0.6941	NPC473183
Remote Similarity	0.6938	NPC75179
Remote Similarity	0.6938	NPC316756
Remote Similarity	0.6936	NPC192315
Remote Similarity	0.6935	NPC51854
Remote Similarity	0.6935	NPC118121
Remote Similarity	0.6929	NPC469589
Remote Similarity	0.6923	NPC477634
Remote Similarity	0.6923	NPC242209
Remote Similarity	0.6923	NPC174049
Remote Similarity	0.6923	NPC13880
Remote Similarity	0.692	NPC214980
Remote Similarity	0.6917	NPC328924
Remote Similarity	0.6917	NPC313189
Remote Similarity	0.6914	NPC94157
Remote Similarity	0.6914	NPC41679
Remote Similarity	0.6914	NPC96405
Remote Similarity	0.6914	NPC171409
Remote Similarity	0.6905	NPC469792
Remote Similarity	0.6905	NPC326363
Remote Similarity	0.6905	NPC69843
Remote Similarity	0.6904	NPC47059
Remote Similarity	0.6904	NPC264166
Remote Similarity	0.6904	NPC165349
Remote Similarity	0.6904	NPC329708
Remote Similarity	0.6904	NPC118832
Remote Similarity	0.6904	NPC274291
Remote Similarity	0.6903	NPC152620
Remote Similarity	0.6897	NPC9729
Remote Similarity	0.6894	NPC267928
Remote Similarity	0.6892	NPC323244
Remote Similarity	0.6891	NPC193761
Remote Similarity	0.6888	NPC82548
Remote Similarity	0.6878	NPC329793
Remote Similarity	0.6877	NPC476999
Remote Similarity	0.6875	NPC476995
Remote Similarity	0.6867	NPC99666
Remote Similarity	0.6863	NPC473184
Remote Similarity	0.6863	NPC325976
Remote Similarity	0.6862	NPC475774
Remote Similarity	0.686	NPC174672
Remote Similarity	0.6857	NPC235076
Remote Similarity	0.6856	NPC284678
Remote Similarity	0.6849	NPC267423
Remote Similarity	0.6848	NPC101350
Remote Similarity	0.6844	NPC48353
Remote Similarity	0.6842	NPC63109
Remote Similarity	0.6842	NPC23614
Remote Similarity	0.6842	NPC204446
Remote Similarity	0.6842	NPC100079
Remote Similarity	0.684	NPC64216
Remote Similarity	0.6835	NPC287437
Remote Similarity	0.6834	NPC473312
Remote Similarity	0.6834	NPC478081
Remote Similarity	0.6833	NPC164374

Drug Structure

NPD8442 OpenBabel08211713022D 66 70 0 0 1 0 0 0 0 0999 V2000 -11.0998 -0.4930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6845 -4.4366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9768 -4.4366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3921 -1.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2459 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4153 -4.9296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5615 -4.4366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2691 -4.4366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5615 -1.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7077 -1.9718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.0998 4.4366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9536 3.9437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8538 1.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5615 -3.4507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2691 -3.4507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5615 -0.4930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7077 0.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2459 3.9437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8538 -1.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.9536 2.9577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4153 -1.9718 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2691 1.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4715 3.0443 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3921 2.4648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7077 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7621 3.9820 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8306 -3.9437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.3921 -0.4930 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4153 -2.9577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7077 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.2459 2.9577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2691 2.4648 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8538 -0.4930 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2691 -1.4789 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4153 0.9859 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7077 0.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8306 -1.9718 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.5383 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.1230 -1.9718 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.9768 -1.4789 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.4153 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6845 -1.4789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5383 0.9859 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7762 3.9820 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -11.0998 2.4648 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.3921 1.4789 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0668 3.0443 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5615 1.4789 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.2691 -0.4930 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.6845 -0.4930 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8538 1.4789 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1230 -2.9577 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.9768 -0.4930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5615 -0.4930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5383 -1.9718 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6845 1.4789 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8538 -0.4930 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0044 2.7396 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.8538 2.4648 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.9768 -3.4507 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8306 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5615 -1.4789 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -8.5383 -2.9577 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.6845 2.4648 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 2 28 1 0 0 0 0 3 28 1 0 0 0 0 5 29 1 0 0 0 0 6 7 1 0 0 0 0 6 8 1 0 0 0 0 7 14 1 0 0 0 0 8 15 1 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 19 1 0 0 0 0 11 12 2 0 0 0 0 11 18 1 0 0 0 0 12 21 1 0 0 0 0 13 17 2 0 0 0 0 13 20 1 0 0 0 0 14 30 1 0 0 0 0 15 30 1 0 0 0 0 16 31 2 0 0 0 0 17 31 1 0 0 0 0 18 32 2 0 0 0 0 19 34 2 0 0 0 0 20 37 2 0 0 0 0 21 47 2 0 0 0 0 22 30 1 0 0 0 0 23 33 1 0 0 0 0 24 33 2 0 0 0 0 24 46 1 0 0 0 0 25 32 1 0 0 0 0 25 48 1 0 0 0 0 26 38 1 0 0 0 0 26 59 1 0 0 0 0 27 46 2 0 0 0 0 27 49 1 0 0 0 0 29 4 1 1 0 0 0 29 40 1 0 0 0 0 31 34 1 0 0 0 0 32 47 1 0 0 0 0 33 49 1 0 0 0 0 34 37 1 0 0 0 0 35 22 1 1 0 0 0 35 41 1 0 0 0 0 35 51 1 0 0 0 0 36 23 1 6 0 0 0 36 43 1 0 0 0 0 36 50 1 0 0 0 0 37 59 1 0 0 0 0 38 50 2 3 0 0 0 38 53 1 0 0 0 0 39 28 1 1 0 0 0 39 42 1 0 0 0 0 39 44 1 0 0 0 0 40 45 1 1 0 0 0 40 52 1 0 0 0 0 41 42 1 0 0 0 0 41 54 1 1 0 0 0 42 55 1 1 0 0 0 43 51 2 3 0 0 0 43 56 1 0 0 0 0 44 52 2 3 0 0 0 44 57 1 0 0 0 0 45 48 2 3 0 0 0 45 58 1 0 0 0 0 49 60 1 0 0 0 0 53 61 1 0 0 0 0 54 62 1 0 0 0 0 55 63 1 0 0 0 0 56 64 1 0 0 0 0 57 65 1 0 0 0 0 58 66 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000622
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	811.46
ALogP	-2.6362
MLogP	4.87
XLogP	8.854
HDA	13
HBD	7
Rotatable Bonds	31
TPSA	221.62
RO5 Violation	4