NPASS drugs

Drug Information

Drug ID:	NPD8127
Drug Name:	NCX-1000
Molecular Formula:	C38H55NO10
Canonical SMILES:	COc1cc(/C=C/C(=O)OCCCCON(=O)=O)ccc1OC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CCC1[C@H]2[C@@H](O)C[C@H]2[C@]1(C)CC[C@H](C2)O)C
Standard InCHI:	InChI=1S/C38H55NO10/c1-24(28-10-11-29-36-30(16-18-38(28,29)3)37(2)17-15-27(40)22-26(37)23-31(36)41)7-13-35(43)49-32-12-8-25(21-33(32)46-4)9-14-34(42)47-19-5-6-20-48-39(44)45/h8-9,12,14,21,24,26-31,36,40-41H,5-7,10-11,13,15-20,22-23H2,1-4H3/b14-9+/t24-,26+,27-,28-,29+,30?,31+,36+,37+,38-/m1/s1
Standard InCHIKey:	WTAVOESJEWSDJC-YPNWUOBLSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8127

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	255
0.1-0.2	1025
0.2-0.3	2001
0.3-0.4	3503
0.4-0.5	6837
0.5-0.6	6121
0.6-0.7	7499
0.7-0.8	3568
0.8-0.85	68
0.85-0.9	13
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
High Similarity	0.8797	NPC205392
High Similarity	0.8797	NPC105942
High Similarity	0.8675	NPC202428
High Similarity	0.8675	NPC266545
High Similarity	0.8667	NPC200726
High Similarity	0.8614	NPC177362
High Similarity	0.8553	NPC118033
High Similarity	0.8544	NPC273358
High Similarity	0.8544	NPC298647
High Similarity	0.8526	NPC235195
High Similarity	0.8526	NPC19862
High Similarity	0.85	NPC475579
High Similarity	0.85	NPC473773
Intermediate Similarity	0.8491	NPC470619
Intermediate Similarity	0.8491	NPC208785
Intermediate Similarity	0.8491	NPC470618
Intermediate Similarity	0.8491	NPC145527
Intermediate Similarity	0.8481	NPC96930
Intermediate Similarity	0.8481	NPC32017
Intermediate Similarity	0.8462	NPC471876
Intermediate Similarity	0.8438	NPC473579
Intermediate Similarity	0.8438	NPC475454
Intermediate Similarity	0.8438	NPC475311
Intermediate Similarity	0.8438	NPC473680
Intermediate Similarity	0.8428	NPC292206
Intermediate Similarity	0.8412	NPC475197
Intermediate Similarity	0.8412	NPC473467
Intermediate Similarity	0.8408	NPC280717
Intermediate Similarity	0.8408	NPC271607
Intermediate Similarity	0.8354	NPC8102
Intermediate Similarity	0.8354	NPC66894
Intermediate Similarity	0.8261	NPC474305
Intermediate Similarity	0.8204	NPC216916
Intermediate Similarity	0.8199	NPC474306
Intermediate Similarity	0.8199	NPC475848
Intermediate Similarity	0.8187	NPC472803
Intermediate Similarity	0.8176	NPC286809
Intermediate Similarity	0.8176	NPC307205
Intermediate Similarity	0.8166	NPC310572
Intermediate Similarity	0.8165	NPC252133
Intermediate Similarity	0.816	NPC48671
Intermediate Similarity	0.8141	NPC234548
Intermediate Similarity	0.8141	NPC248287
Intermediate Similarity	0.814	NPC469772
Intermediate Similarity	0.814	NPC100925
Intermediate Similarity	0.814	NPC295941
Intermediate Similarity	0.814	NPC469777
Intermediate Similarity	0.814	NPC469775
Intermediate Similarity	0.814	NPC469776
Intermediate Similarity	0.814	NPC469778
Intermediate Similarity	0.814	NPC32723
Intermediate Similarity	0.814	NPC469773
Intermediate Similarity	0.814	NPC135334
Intermediate Similarity	0.814	NPC469774
Intermediate Similarity	0.8125	NPC473205
Intermediate Similarity	0.8125	NPC473776
Intermediate Similarity	0.8113	NPC26045
Intermediate Similarity	0.811	NPC115203
Intermediate Similarity	0.8107	NPC45943
Intermediate Similarity	0.8101	NPC35212
Intermediate Similarity	0.8086	NPC279442
Intermediate Similarity	0.8086	NPC146388
Intermediate Similarity	0.8063	NPC53520
Intermediate Similarity	0.8061	NPC62051
Intermediate Similarity	0.805	NPC470273
Intermediate Similarity	0.805	NPC477873
Intermediate Similarity	0.805	NPC310621
Intermediate Similarity	0.805	NPC469447
Intermediate Similarity	0.805	NPC235557
Intermediate Similarity	0.8047	NPC249070
Intermediate Similarity	0.8046	NPC475244
Intermediate Similarity	0.8038	NPC304110
Intermediate Similarity	0.8038	NPC27518
Intermediate Similarity	0.8038	NPC473612
Intermediate Similarity	0.8025	NPC95990
Intermediate Similarity	0.8025	NPC76032
Intermediate Similarity	0.8025	NPC132723
Intermediate Similarity	0.8024	NPC471878
Intermediate Similarity	0.8	NPC100420
Intermediate Similarity	0.8	NPC25491
Intermediate Similarity	0.8	NPC25889
Intermediate Similarity	0.7988	NPC261659
Intermediate Similarity	0.7988	NPC119252
Intermediate Similarity	0.7977	NPC180768
Intermediate Similarity	0.7975	NPC470617
Intermediate Similarity	0.7975	NPC253591
Intermediate Similarity	0.7975	NPC470616
Intermediate Similarity	0.7964	NPC7059
Intermediate Similarity	0.7952	NPC469888
Intermediate Similarity	0.795	NPC473909
Intermediate Similarity	0.795	NPC143120
Intermediate Similarity	0.795	NPC274960
Intermediate Similarity	0.7941	NPC476200
Intermediate Similarity	0.7941	NPC192258
Intermediate Similarity	0.7939	NPC472672
Intermediate Similarity	0.7939	NPC294511
Intermediate Similarity	0.7939	NPC124842
Intermediate Similarity	0.7939	NPC121615
Intermediate Similarity	0.7933	NPC96194
Intermediate Similarity	0.7933	NPC299855
Intermediate Similarity	0.7929	NPC79571
Intermediate Similarity	0.7929	NPC119910
Intermediate Similarity	0.7927	NPC327962
Intermediate Similarity	0.7927	NPC158635
Intermediate Similarity	0.7927	NPC146014
Intermediate Similarity	0.7927	NPC229882
Intermediate Similarity	0.7917	NPC125495
Intermediate Similarity	0.7917	NPC268602
Intermediate Similarity	0.7911	NPC265335
Intermediate Similarity	0.7911	NPC116742
Intermediate Similarity	0.7911	NPC139243
Intermediate Similarity	0.7898	NPC249817
Intermediate Similarity	0.7895	NPC100425
Intermediate Similarity	0.7892	NPC65591
Intermediate Similarity	0.7892	NPC302054
Intermediate Similarity	0.7892	NPC178574
Intermediate Similarity	0.7892	NPC253201
Intermediate Similarity	0.7889	NPC189704
Intermediate Similarity	0.7886	NPC316539
Intermediate Similarity	0.7885	NPC37065
Intermediate Similarity	0.7885	NPC11266
Intermediate Similarity	0.7882	NPC469889
Intermediate Similarity	0.7879	NPC140133
Intermediate Similarity	0.7879	NPC477379
Intermediate Similarity	0.787	NPC179914
Intermediate Similarity	0.787	NPC478269
Intermediate Similarity	0.787	NPC328122
Intermediate Similarity	0.787	NPC8389
Intermediate Similarity	0.7862	NPC110699
Intermediate Similarity	0.7862	NPC106055
Intermediate Similarity	0.7861	NPC118086
Intermediate Similarity	0.7857	NPC195954
Intermediate Similarity	0.7857	NPC88007
Intermediate Similarity	0.7857	NPC194499
Intermediate Similarity	0.7853	NPC472936
Intermediate Similarity	0.7853	NPC472938
Intermediate Similarity	0.7853	NPC472937
Intermediate Similarity	0.7849	NPC222531
Intermediate Similarity	0.7848	NPC475482
Intermediate Similarity	0.7848	NPC198621
Intermediate Similarity	0.7848	NPC216940
Intermediate Similarity	0.7848	NPC471152
Intermediate Similarity	0.7848	NPC22676
Intermediate Similarity	0.7845	NPC475121
Intermediate Similarity	0.7845	NPC476067
Intermediate Similarity	0.7841	NPC473630
Intermediate Similarity	0.784	NPC163898
Intermediate Similarity	0.7836	NPC476371
Intermediate Similarity	0.7836	NPC140346
Intermediate Similarity	0.7836	NPC326278
Intermediate Similarity	0.7836	NPC476372
Intermediate Similarity	0.7834	NPC477874
Intermediate Similarity	0.7834	NPC173569
Intermediate Similarity	0.7831	NPC476434
Intermediate Similarity	0.7831	NPC267091
Intermediate Similarity	0.7829	NPC472639
Intermediate Similarity	0.7829	NPC472638
Intermediate Similarity	0.7824	NPC476373
Intermediate Similarity	0.7821	NPC48929
Intermediate Similarity	0.7818	NPC477381
Intermediate Similarity	0.7818	NPC472939
Intermediate Similarity	0.7816	NPC475641
Intermediate Similarity	0.7816	NPC475237
Intermediate Similarity	0.7816	NPC41494
Intermediate Similarity	0.7816	NPC21956
Intermediate Similarity	0.7816	NPC186100
Intermediate Similarity	0.7816	NPC216403
Intermediate Similarity	0.7812	NPC155552
Intermediate Similarity	0.7812	NPC172311
Intermediate Similarity	0.7812	NPC138149
Intermediate Similarity	0.7812	NPC29599
Intermediate Similarity	0.7812	NPC100675
Intermediate Similarity	0.7805	NPC236166
Intermediate Similarity	0.7803	NPC471823
Intermediate Similarity	0.7799	NPC260842
Intermediate Similarity	0.7799	NPC182249
Intermediate Similarity	0.7797	NPC469397
Intermediate Similarity	0.7791	NPC475872
Intermediate Similarity	0.7791	NPC173729
Intermediate Similarity	0.7791	NPC277618
Intermediate Similarity	0.7791	NPC134047
Intermediate Similarity	0.7791	NPC223006
Intermediate Similarity	0.7791	NPC272750
Intermediate Similarity	0.7791	NPC327694
Intermediate Similarity	0.7785	NPC120852
Intermediate Similarity	0.7784	NPC469699
Intermediate Similarity	0.7784	NPC115466
Intermediate Similarity	0.7784	NPC245948
Intermediate Similarity	0.7784	NPC245615
Intermediate Similarity	0.7784	NPC299706
Intermediate Similarity	0.7784	NPC61604
Intermediate Similarity	0.7778	NPC177100
Intermediate Similarity	0.7778	NPC478267
Intermediate Similarity	0.7778	NPC115624
Intermediate Similarity	0.7778	NPC139540
Intermediate Similarity	0.7778	NPC109061
Intermediate Similarity	0.7778	NPC474599
Intermediate Similarity	0.7778	NPC152424
Intermediate Similarity	0.7778	NPC160378
Intermediate Similarity	0.7778	NPC473090

Drug Structure

NPD8127 OpenBabel08211713002D 51 55 0 0 1 0 0 0 0 0999 V2000 -0.9426 -0.4835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3198 -5.6912 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6526 -3.1703 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0160 2.0487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3888 8.0158 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2843 9.0103 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0754 -1.8848 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4663 2.6811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1708 4.2634 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5982 -1.7568 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1860 -2.5658 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5709 1.6866 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8845 -1.2970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9799 4.8512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7356 -7.6475 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1119 -4.7131 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5277 -6.6694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9040 -3.7350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5798 7.4280 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0933 9.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1889 2.8621 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4298 -7.2874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9651 -5.6402 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8381 -1.4780 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.2754 3.2689 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2219 -6.3093 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.6867 -7.9566 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6471 -2.0658 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.5982 -3.3748 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.0629 -5.0221 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.7571 -4.6620 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.4844 1.2798 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2934 1.8676 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8753 5.8457 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7799 -0.3025 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8061 -4.3530 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -2.2709 -6.0003 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.6471 -3.0658 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.7978 11.1804 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8946 -8.9347 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9618 6.2525 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.1336 0.1043 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6933 12.1749 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7113 10.7737 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2070 1.4609 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.6843 6.4335 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.9888 10.5926 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5889 0.2853 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1514 -9.6038 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 37 1 0 0 0 0 3 38 1 0 0 0 0 4 46 1 0 0 0 0 5 6 1 0 0 0 0 5 19 1 0 0 0 0 6 20 1 0 0 0 0 7 13 1 0 0 0 0 7 24 1 0 0 0 0 8 12 2 0 0 0 0 8 25 1 0 0 0 0 9 14 2 0 0 0 0 9 25 1 0 0 0 0 10 11 1 0 0 0 0 10 28 1 0 0 0 0 11 29 1 0 0 0 0 12 32 1 0 0 0 0 13 35 1 0 0 0 0 14 34 1 0 0 0 0 15 17 1 0 0 0 0 15 27 1 0 0 0 0 16 18 1 0 0 0 0 16 30 1 0 0 0 0 17 37 1 0 0 0 0 18 38 1 0 0 0 0 19 47 1 0 0 0 0 20 48 1 0 0 0 0 21 25 2 0 0 0 0 21 33 1 0 0 0 0 22 26 1 0 0 0 0 22 27 1 0 0 0 0 23 26 1 0 0 0 0 23 31 1 0 0 0 0 24 1 1 6 0 0 0 24 28 1 0 0 0 0 26 37 1 1 0 0 0 27 40 1 1 0 0 0 28 38 1 6 0 0 0 29 36 1 0 0 0 0 29 38 1 6 0 0 0 30 36 1 0 0 0 0 30 37 1 0 0 0 0 31 36 1 0 0 0 0 31 41 1 6 0 0 0 32 33 2 0 0 0 0 32 49 1 0 0 0 0 33 46 1 0 0 0 0 34 42 2 0 0 0 0 34 47 1 0 0 0 0 35 43 2 0 0 0 0 35 49 1 0 0 0 0 39 44 2 0 0 0 0 39 45 2 0 0 0 0 39 48 1 0 0 0 0 40 50 1 0 0 0 0 41 51 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012794
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	685.38
ALogP	-0.0934
MLogP	4.43
XLogP	9.509
HDA	5
HBD	2
Rotatable Bonds	22
TPSA	157.34
RO5 Violation	2