NPASS drugs

Drug Information

Drug ID:	NPD8339
Drug Name:
Molecular Formula:	C42H68N6O6S
Canonical SMILES:	CC[C@H]([C@@H](N(C(=O)[C@@H](C(C)C)N=C([C@H](N(C)C)C(C)C)O)C)[C@H](CC(=O)N1CCC[C@@H]1[C@H]([C@@H](C(=N[C@@H](c1nccs1)Cc1ccccc1)O)C)OC)OC)C
Standard InCHI:	InChI=1S/C42H68N6O6S/c1-13-28(6)37(47(10)42(52)35(26(2)3)45-40(51)36(27(4)5)46(8)9)33(53-11)25-34(49)48-22-17-20-32(48)38(54-12)29(7)39(50)44-31(41-43-21-23-55-41)24-30-18-15-14-16-19-30/h14-16,18-19,21,23,26-29,31-33,35-38H,13,17,20,22,24-25H2,1-12H3,(H,44,50)(H,45,51)/t28-,29+,31-,32-,33+,35-,36-,37-,38+/m1/s1
Standard InCHIKey:	OFDNQWIFNXBECV-MOFABKIVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD8339

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	184
0.1-0.2	1171
0.2-0.3	8136
0.3-0.4	16130
0.4-0.5	3408
0.5-0.6	1597
0.6-0.7	238
0.7-0.8	22
0.8-0.85	1
0.85-0.9	1
0.9-0.95	0
0.95-1	2

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	1.0	NPC106235
High Similarity	1.0	NPC239660
High Similarity	0.8977	NPC161143
Intermediate Similarity	0.8144	NPC75498
Intermediate Similarity	0.7906	NPC165538
Intermediate Similarity	0.7828	NPC257511
Intermediate Similarity	0.7801	NPC329961
Intermediate Similarity	0.7801	NPC122427
Intermediate Similarity	0.7592	NPC96016
Intermediate Similarity	0.7554	NPC475920
Intermediate Similarity	0.7415	NPC475350
Intermediate Similarity	0.7415	NPC145178
Intermediate Similarity	0.7415	NPC14877
Intermediate Similarity	0.7308	NPC251036
Intermediate Similarity	0.7277	NPC161242
Intermediate Similarity	0.7263	NPC283783
Intermediate Similarity	0.7202	NPC25316
Intermediate Similarity	0.7202	NPC263485
Intermediate Similarity	0.7202	NPC229160
Intermediate Similarity	0.7196	NPC476103
Intermediate Similarity	0.7188	NPC475534
Intermediate Similarity	0.7188	NPC476080
Intermediate Similarity	0.715	NPC475330
Intermediate Similarity	0.7143	NPC24990
Intermediate Similarity	0.7136	NPC475196
Intermediate Similarity	0.7113	NPC174652
Remote Similarity	0.6983	NPC476978
Remote Similarity	0.6949	NPC89489
Remote Similarity	0.6914	NPC287401
Remote Similarity	0.6908	NPC475506
Remote Similarity	0.6875	NPC155143
Remote Similarity	0.6852	NPC79386
Remote Similarity	0.684	NPC478158
Remote Similarity	0.6839	NPC300315
Remote Similarity	0.6831	NPC105717
Remote Similarity	0.6811	NPC162104
Remote Similarity	0.6798	NPC117244
Remote Similarity	0.6798	NPC473763
Remote Similarity	0.6763	NPC473640
Remote Similarity	0.6761	NPC107077
Remote Similarity	0.6761	NPC223791
Remote Similarity	0.6761	NPC162860
Remote Similarity	0.6758	NPC322878
Remote Similarity	0.6735	NPC318930
Remote Similarity	0.6735	NPC317362
Remote Similarity	0.6713	NPC54744
Remote Similarity	0.6711	NPC469858
Remote Similarity	0.6705	NPC130309
Remote Similarity	0.6703	NPC478251
Remote Similarity	0.6703	NPC478252
Remote Similarity	0.6685	NPC248283
Remote Similarity	0.6684	NPC286551
Remote Similarity	0.6682	NPC478157
Remote Similarity	0.6667	NPC209509
Remote Similarity	0.6667	NPC75726
Remote Similarity	0.6667	NPC110602
Remote Similarity	0.6667	NPC5620
Remote Similarity	0.6667	NPC31385
Remote Similarity	0.6667	NPC54420
Remote Similarity	0.6667	NPC313867
Remote Similarity	0.6667	NPC316008
Remote Similarity	0.6652	NPC63279
Remote Similarity	0.665	NPC326407
Remote Similarity	0.665	NPC317725
Remote Similarity	0.6648	NPC161069
Remote Similarity	0.663	NPC314358
Remote Similarity	0.663	NPC262077
Remote Similarity	0.6623	NPC297642
Remote Similarity	0.6622	NPC253987
Remote Similarity	0.6621	NPC238945
Remote Similarity	0.662	NPC320968
Remote Similarity	0.6618	NPC213629
Remote Similarity	0.6613	NPC2501
Remote Similarity	0.6612	NPC314388
Remote Similarity	0.6612	NPC315283
Remote Similarity	0.6611	NPC471265
Remote Similarity	0.6611	NPC471264
Remote Similarity	0.6609	NPC478029
Remote Similarity	0.6596	NPC122590
Remote Similarity	0.6593	NPC269398
Remote Similarity	0.6593	NPC263493
Remote Similarity	0.659	NPC6975
Remote Similarity	0.659	NPC46427
Remote Similarity	0.6575	NPC98424
Remote Similarity	0.6575	NPC476133
Remote Similarity	0.6575	NPC470884
Remote Similarity	0.6575	NPC92784
Remote Similarity	0.6575	NPC178662
Remote Similarity	0.6571	NPC100321
Remote Similarity	0.6571	NPC293917
Remote Similarity	0.6566	NPC477462
Remote Similarity	0.6559	NPC240848
Remote Similarity	0.6554	NPC200589
Remote Similarity	0.6532	NPC252878
Remote Similarity	0.6524	NPC171317
Remote Similarity	0.6524	NPC129666
Remote Similarity	0.6522	NPC478028
Remote Similarity	0.6516	NPC281049
Remote Similarity	0.6514	NPC75634
Remote Similarity	0.6512	NPC200964
Remote Similarity	0.6505	NPC138775
Remote Similarity	0.6488	NPC4910
Remote Similarity	0.6486	NPC471680
Remote Similarity	0.6474	NPC202521
Remote Similarity	0.6459	NPC294693
Remote Similarity	0.6458	NPC297145
Remote Similarity	0.6458	NPC197743
Remote Similarity	0.6452	NPC475390
Remote Similarity	0.6441	NPC275393
Remote Similarity	0.6441	NPC319766
Remote Similarity	0.6432	NPC52748
Remote Similarity	0.6425	NPC255447
Remote Similarity	0.6419	NPC473376
Remote Similarity	0.6418	NPC64436
Remote Similarity	0.6416	NPC476990
Remote Similarity	0.6416	NPC19170
Remote Similarity	0.6398	NPC315266
Remote Similarity	0.6391	NPC165743
Remote Similarity	0.6359	NPC163392
Remote Similarity	0.6359	NPC239762
Remote Similarity	0.6348	NPC474877
Remote Similarity	0.6348	NPC475859
Remote Similarity	0.6348	NPC475969
Remote Similarity	0.634	NPC469898
Remote Similarity	0.6339	NPC315804
Remote Similarity	0.6339	NPC313804
Remote Similarity	0.6332	NPC297862
Remote Similarity	0.633	NPC225648
Remote Similarity	0.633	NPC145113
Remote Similarity	0.633	NPC329761
Remote Similarity	0.6329	NPC329731
Remote Similarity	0.6329	NPC17059
Remote Similarity	0.6326	NPC476874
Remote Similarity	0.6318	NPC469938
Remote Similarity	0.6316	NPC7817
Remote Similarity	0.6316	NPC475168
Remote Similarity	0.6313	NPC473322
Remote Similarity	0.6311	NPC49051
Remote Similarity	0.6308	NPC469901
Remote Similarity	0.6304	NPC470730
Remote Similarity	0.6304	NPC477175
Remote Similarity	0.6304	NPC470729
Remote Similarity	0.6304	NPC477176
Remote Similarity	0.63	NPC64216
Remote Similarity	0.6296	NPC143325
Remote Similarity	0.6296	NPC471821
Remote Similarity	0.6296	NPC471820
Remote Similarity	0.6293	NPC220852
Remote Similarity	0.629	NPC139326
Remote Similarity	0.6281	NPC473000
Remote Similarity	0.628	NPC94752
Remote Similarity	0.6277	NPC477177
Remote Similarity	0.627	NPC268841
Remote Similarity	0.627	NPC46098
Remote Similarity	0.627	NPC307357
Remote Similarity	0.6269	NPC469903
Remote Similarity	0.625	NPC89987
Remote Similarity	0.6244	NPC471052
Remote Similarity	0.6244	NPC471051
Remote Similarity	0.6244	NPC471053
Remote Similarity	0.623	NPC478253
Remote Similarity	0.623	NPC141050
Remote Similarity	0.623	NPC478254
Remote Similarity	0.6226	NPC184933
Remote Similarity	0.6226	NPC59827
Remote Similarity	0.6222	NPC477714
Remote Similarity	0.6222	NPC111428
Remote Similarity	0.6218	NPC470902
Remote Similarity	0.6215	NPC175726
Remote Similarity	0.6215	NPC474082
Remote Similarity	0.6213	NPC285343
Remote Similarity	0.6207	NPC469900
Remote Similarity	0.6207	NPC470546
Remote Similarity	0.6203	NPC176226
Remote Similarity	0.6193	NPC73655
Remote Similarity	0.6185	NPC263117
Remote Similarity	0.6185	NPC242872
Remote Similarity	0.6185	NPC125181
Remote Similarity	0.6184	NPC228835
Remote Similarity	0.6183	NPC476259
Remote Similarity	0.6181	NPC254700
Remote Similarity	0.6174	NPC319232
Remote Similarity	0.6174	NPC24370
Remote Similarity	0.6166	NPC202198
Remote Similarity	0.6166	NPC262166
Remote Similarity	0.6158	NPC136797
Remote Similarity	0.615	NPC469427
Remote Similarity	0.615	NPC49195
Remote Similarity	0.615	NPC469426
Remote Similarity	0.6149	NPC470545
Remote Similarity	0.6145	NPC101719
Remote Similarity	0.6142	NPC473003
Remote Similarity	0.6142	NPC469902
Remote Similarity	0.614	NPC149708
Remote Similarity	0.614	NPC477527
Remote Similarity	0.6139	NPC328494
Remote Similarity	0.6134	NPC473002
Remote Similarity	0.6129	NPC54537
Remote Similarity	0.612	NPC314056
Remote Similarity	0.6117	NPC197682

Drug Structure

NPD8339 OpenBabel08211713012D 57 59 0 0 1 0 0 0 0 0999 V2000 -11.7785 1.5451 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.7081 4.8396 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.1728 6.4869 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7355 7.5162 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0413 7.8763 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.8764 0.9271 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -1.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8823 6.5891 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4175 4.9418 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.5001 3.8615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6959 2.6254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.0354 2.2142 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8185 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0475 3.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8185 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1924 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 2.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0475 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2142 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6924 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.1822 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.9649 5.5088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7844 7.2071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.0843 1.9052 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.3776 -0.4067 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.9135 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7796 0.0933 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.1097 -0.4067 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.3901 2.2653 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -7.2312 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.0139 5.1998 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -6.5765 6.2290 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.3412 2.5743 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -5.2437 0.0933 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.3197 5.5599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.8059 4.2216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 -0.4067 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.2707 5.8689 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.6255 5.9200 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -9.5491 3.5525 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.0232 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.4880 1.6473 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 1.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.1117 4.5817 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.8549 3.9126 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.6470 2.9344 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2437 1.0933 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.6456 1.5933 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.1607 4.2727 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 26 1 0 0 0 0 3 26 1 0 0 0 0 4 27 1 0 0 0 0 5 27 1 0 0 0 0 8 46 1 0 0 0 0 9 46 1 0 0 0 0 10 47 1 0 0 0 0 11 53 1 0 0 0 0 12 54 1 0 0 0 0 13 28 1 0 0 0 0 14 15 2 0 0 0 0 14 16 1 0 0 0 0 15 18 1 0 0 0 0 16 19 2 0 0 0 0 17 20 1 0 0 0 0 17 22 1 0 0 0 0 18 30 2 0 0 0 0 19 30 1 0 0 0 0 20 32 1 0 0 0 0 21 23 2 0 0 0 0 21 43 1 0 0 0 0 22 48 1 0 0 0 0 23 55 1 0 0 0 0 24 30 1 0 0 0 0 25 34 1 0 0 0 0 28 6 1 6 0 0 0 28 37 1 0 0 0 0 29 7 1 1 0 0 0 29 38 1 0 0 0 0 29 39 1 0 0 0 0 31 24 1 6 0 0 0 31 41 1 0 0 0 0 31 44 1 0 0 0 0 32 38 1 1 0 0 0 32 48 1 0 0 0 0 33 25 1 1 0 0 0 33 37 1 0 0 0 0 33 53 1 0 0 0 0 34 48 1 0 0 0 0 34 49 2 0 0 0 0 35 26 1 1 0 0 0 35 42 1 0 0 0 0 35 45 1 0 0 0 0 36 27 1 1 0 0 0 36 40 1 0 0 0 0 36 46 1 0 0 0 0 37 47 1 1 0 0 0 38 54 1 1 0 0 0 39 44 2 3 0 0 0 39 50 1 0 0 0 0 40 45 2 3 0 0 0 40 51 1 0 0 0 0 41 43 2 0 0 0 0 41 55 1 0 0 0 0 42 47 1 0 0 0 0 42 52 2 0 0 0 0 50 56 1 0 0 0 0 51 57 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC006861
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	54600749
ChEBI
CAS Number

Drug Properties

Molecular Weight	784.49
ALogP	-0.4339
MLogP	4.65
XLogP	6.903
HDA	12
HBD	2
Rotatable Bonds	37
TPSA	168.63
RO5 Violation	3