NPASS drugs

Drug Information

Drug ID:	NPD5681
Drug Name:
Molecular Formula:	C23H30N6O4
Canonical SMILES:	CC([C@@H]([C@@H](c1nnc(o1)C(C)(C)C)O)N=C(Cn1c(ncc(c1=O)N)c1ccccc1)O)C
Standard InCHI:	InChI=1S/C23H30N6O4/c1-13(2)17(18(31)20-27-28-22(33-20)23(3,4)5)26-16(30)12-29-19(14-9-7-6-8-10-14)25-11-15(24)21(29)32/h6-11,13,17-18,31H,12,24H2,1-5H3,(H,26,30)/t17-,18-/m0/s1
Standard InCHIKey:	HMPQTEPEMQZWQH-ROUUACIJSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5681

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	150
0.1-0.2	987
0.2-0.3	6609
0.3-0.4	16394
0.4-0.5	4986
0.5-0.6	1567
0.6-0.7	195
0.7-0.8	2
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	0.7135	NPC73655
Intermediate Similarity	0.7079	NPC154478
Remote Similarity	0.6994	NPC324445
Remote Similarity	0.6966	NPC84317
Remote Similarity	0.68	NPC471821
Remote Similarity	0.68	NPC471820
Remote Similarity	0.6765	NPC471265
Remote Similarity	0.6765	NPC471264
Remote Similarity	0.6726	NPC325479
Remote Similarity	0.6725	NPC98424
Remote Similarity	0.6725	NPC476133
Remote Similarity	0.6725	NPC92784
Remote Similarity	0.6725	NPC470884
Remote Similarity	0.6725	NPC178662
Remote Similarity	0.6724	NPC209509
Remote Similarity	0.6686	NPC46098
Remote Similarity	0.6686	NPC307357
Remote Similarity	0.6686	NPC262077
Remote Similarity	0.6686	NPC268841
Remote Similarity	0.6685	NPC297145
Remote Similarity	0.6685	NPC197743
Remote Similarity	0.6667	NPC52748
Remote Similarity	0.6667	NPC68865
Remote Similarity	0.6649	NPC472999
Remote Similarity	0.6648	NPC469898
Remote Similarity	0.6647	NPC269398
Remote Similarity	0.6647	NPC263493
Remote Similarity	0.6647	NPC168113
Remote Similarity	0.6646	NPC175726
Remote Similarity	0.6646	NPC474082
Remote Similarity	0.6629	NPC315266
Remote Similarity	0.6612	NPC469901
Remote Similarity	0.6609	NPC197682
Remote Similarity	0.6609	NPC176226
Remote Similarity	0.657	NPC127741
Remote Similarity	0.6556	NPC122590
Remote Similarity	0.6548	NPC471195
Remote Similarity	0.6548	NPC471196
Remote Similarity	0.6545	NPC6975
Remote Similarity	0.6536	NPC475168
Remote Similarity	0.6536	NPC7817
Remote Similarity	0.6534	NPC477217
Remote Similarity	0.6534	NPC201244
Remote Similarity	0.6526	NPC477462
Remote Similarity	0.6514	NPC161069
Remote Similarity	0.6494	NPC476259
Remote Similarity	0.6485	NPC252878
Remote Similarity	0.648	NPC2501
Remote Similarity	0.6467	NPC62104
Remote Similarity	0.6467	NPC1390
Remote Similarity	0.6461	NPC135121
Remote Similarity	0.6453	NPC248283
Remote Similarity	0.6446	NPC283130
Remote Similarity	0.6446	NPC328683
Remote Similarity	0.6446	NPC46427
Remote Similarity	0.6441	NPC5620
Remote Similarity	0.6429	NPC470902
Remote Similarity	0.6429	NPC473002
Remote Similarity	0.6424	NPC202521
Remote Similarity	0.642	NPC239357
Remote Similarity	0.6417	NPC138293
Remote Similarity	0.6417	NPC113056
Remote Similarity	0.6409	NPC162104
Remote Similarity	0.6402	NPC473000
Remote Similarity	0.6395	NPC287401
Remote Similarity	0.6393	NPC469903
Remote Similarity	0.6387	NPC248670
Remote Similarity	0.638	NPC470545
Remote Similarity	0.6369	NPC138775
Remote Similarity	0.6369	NPC145113
Remote Similarity	0.6364	NPC471052
Remote Similarity	0.6364	NPC471051
Remote Similarity	0.6364	NPC471053
Remote Similarity	0.6364	NPC476990
Remote Similarity	0.6364	NPC200964
Remote Similarity	0.6343	NPC132636
Remote Similarity	0.6341	NPC470546
Remote Similarity	0.6333	NPC105717
Remote Similarity	0.6333	NPC240848
Remote Similarity	0.633	NPC22883
Remote Similarity	0.633	NPC217804
Remote Similarity	0.633	NPC210377
Remote Similarity	0.633	NPC5719
Remote Similarity	0.6328	NPC139326
Remote Similarity	0.6319	NPC470544
Remote Similarity	0.6319	NPC285926
Remote Similarity	0.6319	NPC14672
Remote Similarity	0.6319	NPC315276
Remote Similarity	0.6316	NPC280022
Remote Similarity	0.6298	NPC129666
Remote Similarity	0.6294	NPC319766
Remote Similarity	0.6292	NPC476978
Remote Similarity	0.6281	NPC94862
Remote Similarity	0.6279	NPC130309
Remote Similarity	0.6278	NPC311658
Remote Similarity	0.6263	NPC63040
Remote Similarity	0.6257	NPC471527
Remote Similarity	0.6257	NPC473003
Remote Similarity	0.6257	NPC473322
Remote Similarity	0.6257	NPC469902
Remote Similarity	0.625	NPC248601
Remote Similarity	0.6243	NPC207428
Remote Similarity	0.6238	NPC471155
Remote Similarity	0.6238	NPC470786
Remote Similarity	0.6238	NPC472538
Remote Similarity	0.6237	NPC469900
Remote Similarity	0.6233	NPC471192
Remote Similarity	0.6228	NPC71684
Remote Similarity	0.6224	NPC475685
Remote Similarity	0.6222	NPC314358
Remote Similarity	0.6221	NPC200589
Remote Similarity	0.6216	NPC471132
Remote Similarity	0.6216	NPC476268
Remote Similarity	0.6215	NPC239762
Remote Similarity	0.6215	NPC163392
Remote Similarity	0.6214	NPC106118
Remote Similarity	0.6213	NPC22746
Remote Similarity	0.6212	NPC470003
Remote Similarity	0.6211	NPC15068
Remote Similarity	0.6211	NPC471130
Remote Similarity	0.6209	NPC270241
Remote Similarity	0.6209	NPC254798
Remote Similarity	0.6205	NPC89987
Remote Similarity	0.6204	NPC471197
Remote Similarity	0.6203	NPC24617
Remote Similarity	0.6196	NPC286551
Remote Similarity	0.619	NPC225400
Remote Similarity	0.6188	NPC129909
Remote Similarity	0.6188	NPC329761
Remote Similarity	0.6188	NPC225648
Remote Similarity	0.6186	NPC471165
Remote Similarity	0.6185	NPC255447
Remote Similarity	0.6175	NPC471198
Remote Similarity	0.6173	NPC475094
Remote Similarity	0.6173	NPC97526
Remote Similarity	0.6173	NPC119652
Remote Similarity	0.6171	NPC141050
Remote Similarity	0.617	NPC114806
Remote Similarity	0.6167	NPC316008
Remote Similarity	0.6167	NPC313867
Remote Similarity	0.6166	NPC89831
Remote Similarity	0.6158	NPC189116
Remote Similarity	0.615	NPC324850
Remote Similarity	0.615	NPC172937
Remote Similarity	0.615	NPC94167
Remote Similarity	0.6145	NPC220698
Remote Similarity	0.6139	NPC122427
Remote Similarity	0.6138	NPC68650
Remote Similarity	0.6135	NPC192674
Remote Similarity	0.6132	NPC478005
Remote Similarity	0.6129	NPC15384
Remote Similarity	0.6129	NPC244425
Remote Similarity	0.6119	NPC478007
Remote Similarity	0.6111	NPC315283
Remote Similarity	0.6111	NPC314388
Remote Similarity	0.6105	NPC88970
Remote Similarity	0.6103	NPC165285
Remote Similarity	0.6102	NPC43755
Remote Similarity	0.6095	NPC295548
Remote Similarity	0.6093	NPC6865
Remote Similarity	0.6093	NPC153980
Remote Similarity	0.6082	NPC101719
Remote Similarity	0.6078	NPC165538
Remote Similarity	0.6077	NPC471680
Remote Similarity	0.6073	NPC63931
Remote Similarity	0.6069	NPC111428
Remote Similarity	0.6067	NPC122553
Remote Similarity	0.6063	NPC478008
Remote Similarity	0.6062	NPC469904
Remote Similarity	0.6059	NPC329961
Remote Similarity	0.6059	NPC35996
Remote Similarity	0.6051	NPC475532
Remote Similarity	0.605	NPC228835
Remote Similarity	0.6048	NPC314992
Remote Similarity	0.6048	NPC237420
Remote Similarity	0.6047	NPC72956
Remote Similarity	0.6042	NPC254700
Remote Similarity	0.6041	NPC473001
Remote Similarity	0.6041	NPC474081
Remote Similarity	0.6039	NPC472541
Remote Similarity	0.6039	NPC471199
Remote Similarity	0.6039	NPC472542
Remote Similarity	0.6038	NPC471191
Remote Similarity	0.6036	NPC64216
Remote Similarity	0.6033	NPC283783
Remote Similarity	0.6032	NPC104345
Remote Similarity	0.6023	NPC222466
Remote Similarity	0.6022	NPC473341
Remote Similarity	0.602	NPC317362
Remote Similarity	0.602	NPC26108
Remote Similarity	0.602	NPC318930
Remote Similarity	0.602	NPC17698
Remote Similarity	0.6019	NPC471194
Remote Similarity	0.6019	NPC471193
Remote Similarity	0.6	NPC33742
Remote Similarity	0.6	NPC469427
Remote Similarity	0.6	NPC469426
Remote Similarity	0.5991	NPC54744
Remote Similarity	0.599	NPC472539
Remote Similarity	0.599	NPC472540

Drug Structure

NPD5681 OpenBabel08211708292D 37 39 0 0 1 0 0 0 0 0999 V2000 1.9487 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4081 0.5638 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5991 -0.0240 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -3.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 -1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 -1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 -1.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 -0.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 5.4128 -1.2976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 0.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 -1.7976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 -0.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 1.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 1.2024 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 1.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.8769 -0.2976 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 2.7024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 3.2024 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 13 1 0 0 0 0 2 13 1 0 0 0 0 3 23 1 0 0 0 0 4 23 1 0 0 0 0 5 23 1 0 0 0 0 6 7 2 0 0 0 0 6 8 1 0 0 0 0 7 9 1 0 0 0 0 8 10 2 0 0 0 0 9 14 2 0 0 0 0 10 14 1 0 0 0 0 11 15 2 0 0 0 0 11 25 1 0 0 0 0 12 16 1 0 0 0 0 12 29 1 0 0 0 0 14 19 1 0 0 0 0 15 21 1 0 0 0 0 15 24 1 0 0 0 0 16 26 2 3 0 0 0 16 30 1 0 0 0 0 17 13 1 1 0 0 0 17 18 1 0 0 0 0 17 26 1 0 0 0 0 18 20 1 0 0 0 0 18 31 1 1 0 0 0 19 25 2 0 0 0 0 19 29 1 0 0 0 0 20 27 2 0 0 0 0 20 33 1 0 0 0 0 21 29 1 0 0 0 0 21 32 2 0 0 0 0 22 23 1 0 0 0 0 22 28 2 0 0 0 0 22 33 1 0 0 0 0 24 34 1 0 0 0 0 24 35 1 0 0 0 0 27 28 1 0 0 0 0 30 36 1 0 0 0 0 31 37 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001061; DNC000663
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5287543
ChEBI
CAS Number

Drug Properties

Molecular Weight	454.23
ALogP	-1.3867
MLogP	2.89
XLogP	3.757
HDA	9
HBD	3
Rotatable Bonds	16
TPSA	150.43
RO5 Violation	0