NPASS drugs

Drug Information

Drug ID:	NPD5908
Drug Name:
Molecular Formula:	C24H26N6O5
Canonical SMILES:	COC[C@@H](Oc1cc(Oc2ncc(nc2)C(=O)N2CCC2)cc(c1)C(=Nc1ncc(nc1)C)O)C
Standard InCHI:	InChI=1S/C24H26N6O5/c1-15-10-27-21(12-25-15)29-23(31)17-7-18(34-16(2)14-33-3)9-19(8-17)35-22-13-26-20(11-28-22)24(32)30-5-4-6-30/h7-13,16H,4-6,14H2,1-3H3,(H,27,29,31)/t16-/m0/s1
Standard InCHIKey:	FJEJHJINOKKDCW-INIZCTEOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5908

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	370
0.1-0.2	2438
0.2-0.3	10171
0.3-0.4	3574
0.4-0.5	12280
0.5-0.6	1783
0.6-0.7	273
0.7-0.8	1
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	0.704	NPC472434
Remote Similarity	0.6953	NPC472435
Remote Similarity	0.6917	NPC161801
Remote Similarity	0.6873	NPC472436
Remote Similarity	0.6846	NPC54066
Remote Similarity	0.6805	NPC308906
Remote Similarity	0.6793	NPC242923
Remote Similarity	0.6786	NPC99891
Remote Similarity	0.6754	NPC226202
Remote Similarity	0.6734	NPC160666
Remote Similarity	0.6732	NPC316224
Remote Similarity	0.668	NPC186351
Remote Similarity	0.6667	NPC196449
Remote Similarity	0.6667	NPC287208
Remote Similarity	0.6667	NPC26543
Remote Similarity	0.6667	NPC314222
Remote Similarity	0.6641	NPC258048
Remote Similarity	0.6614	NPC141053
Remote Similarity	0.661	NPC329708
Remote Similarity	0.661	NPC274291
Remote Similarity	0.661	NPC118832
Remote Similarity	0.661	NPC47059
Remote Similarity	0.661	NPC165349
Remote Similarity	0.661	NPC264166
Remote Similarity	0.6602	NPC477796
Remote Similarity	0.6602	NPC477795
Remote Similarity	0.6602	NPC477806
Remote Similarity	0.6602	NPC477805
Remote Similarity	0.6598	NPC136924
Remote Similarity	0.6579	NPC152620
Remote Similarity	0.6548	NPC255800
Remote Similarity	0.6548	NPC96584
Remote Similarity	0.654	NPC210256
Remote Similarity	0.654	NPC53534
Remote Similarity	0.6537	NPC291609
Remote Similarity	0.6534	NPC201508
Remote Similarity	0.6532	NPC35761
Remote Similarity	0.6531	NPC315804
Remote Similarity	0.6531	NPC313804
Remote Similarity	0.6523	NPC148889
Remote Similarity	0.6518	NPC46970
Remote Similarity	0.6498	NPC124300
Remote Similarity	0.6496	NPC127085
Remote Similarity	0.649	NPC473822
Remote Similarity	0.649	NPC314270
Remote Similarity	0.6484	NPC471614
Remote Similarity	0.646	NPC219963
Remote Similarity	0.6458	NPC473639
Remote Similarity	0.6458	NPC82548
Remote Similarity	0.6457	NPC182222
Remote Similarity	0.6454	NPC237978
Remote Similarity	0.6443	NPC469554
Remote Similarity	0.6442	NPC215837
Remote Similarity	0.6423	NPC107123
Remote Similarity	0.6423	NPC310618
Remote Similarity	0.6423	NPC197141
Remote Similarity	0.642	NPC26679
Remote Similarity	0.6409	NPC75179
Remote Similarity	0.6408	NPC8022
Remote Similarity	0.6408	NPC470799
Remote Similarity	0.6395	NPC119134
Remote Similarity	0.6393	NPC476287
Remote Similarity	0.6388	NPC266551
Remote Similarity	0.6388	NPC161887
Remote Similarity	0.6386	NPC216612
Remote Similarity	0.6382	NPC12100
Remote Similarity	0.6378	NPC101543
Remote Similarity	0.6377	NPC478045
Remote Similarity	0.6376	NPC20249
Remote Similarity	0.6367	NPC150447
Remote Similarity	0.6357	NPC477586
Remote Similarity	0.6357	NPC477585
Remote Similarity	0.6357	NPC477588
Remote Similarity	0.6357	NPC477590
Remote Similarity	0.6349	NPC316403
Remote Similarity	0.6349	NPC244536
Remote Similarity	0.6346	NPC15406
Remote Similarity	0.6341	NPC288349
Remote Similarity	0.6333	NPC472259
Remote Similarity	0.6331	NPC250178
Remote Similarity	0.6326	NPC67401
Remote Similarity	0.6325	NPC289786
Remote Similarity	0.6324	NPC476994
Remote Similarity	0.6324	NPC476997
Remote Similarity	0.6314	NPC224928
Remote Similarity	0.6314	NPC267928
Remote Similarity	0.6314	NPC196718
Remote Similarity	0.6299	NPC476998
Remote Similarity	0.6299	NPC476996
Remote Similarity	0.6298	NPC280638
Remote Similarity	0.6296	NPC185782
Remote Similarity	0.6296	NPC174758
Remote Similarity	0.6296	NPC328928
Remote Similarity	0.6292	NPC475774
Remote Similarity	0.6292	NPC245816
Remote Similarity	0.6292	NPC476138
Remote Similarity	0.6287	NPC239954
Remote Similarity	0.6279	NPC476995
Remote Similarity	0.6279	NPC477589
Remote Similarity	0.6279	NPC477587
Remote Similarity	0.6274	NPC472068
Remote Similarity	0.627	NPC290689
Remote Similarity	0.6265	NPC90875
Remote Similarity	0.6264	NPC137353
Remote Similarity	0.6264	NPC183537
Remote Similarity	0.626	NPC236668
Remote Similarity	0.6255	NPC198673
Remote Similarity	0.6255	NPC30540
Remote Similarity	0.6255	NPC122463
Remote Similarity	0.625	NPC233334
Remote Similarity	0.625	NPC102593
Remote Similarity	0.6245	NPC103687
Remote Similarity	0.6245	NPC132631
Remote Similarity	0.624	NPC477549
Remote Similarity	0.624	NPC174049
Remote Similarity	0.6239	NPC469390
Remote Similarity	0.6235	NPC146976
Remote Similarity	0.623	NPC174672
Remote Similarity	0.6227	NPC227824
Remote Similarity	0.6226	NPC472066
Remote Similarity	0.6226	NPC472067
Remote Similarity	0.6226	NPC472031
Remote Similarity	0.6226	NPC165964
Remote Similarity	0.6224	NPC469440
Remote Similarity	0.622	NPC257851
Remote Similarity	0.6218	NPC168911
Remote Similarity	0.6218	NPC212213
Remote Similarity	0.6215	NPC17305
Remote Similarity	0.6214	NPC193238
Remote Similarity	0.6211	NPC260434
Remote Similarity	0.6203	NPC473053
Remote Similarity	0.6198	NPC180668
Remote Similarity	0.6198	NPC471013
Remote Similarity	0.6198	NPC148896
Remote Similarity	0.6194	NPC475301
Remote Similarity	0.6194	NPC53255
Remote Similarity	0.6194	NPC326930
Remote Similarity	0.6194	NPC85879
Remote Similarity	0.6192	NPC4071
Remote Similarity	0.6192	NPC476578
Remote Similarity	0.6192	NPC476582
Remote Similarity	0.6185	NPC74619
Remote Similarity	0.6185	NPC478006
Remote Similarity	0.6183	NPC211813
Remote Similarity	0.6173	NPC472111
Remote Similarity	0.6172	NPC115595
Remote Similarity	0.6171	NPC13603
Remote Similarity	0.6168	NPC315467
Remote Similarity	0.6167	NPC19872
Remote Similarity	0.6166	NPC314633
Remote Similarity	0.6165	NPC10904
Remote Similarity	0.6163	NPC329631
Remote Similarity	0.6157	NPC140296
Remote Similarity	0.6157	NPC314882
Remote Similarity	0.6154	NPC203168
Remote Similarity	0.6154	NPC112206
Remote Similarity	0.6154	NPC202605
Remote Similarity	0.6148	NPC476999
Remote Similarity	0.6145	NPC478010
Remote Similarity	0.6145	NPC274982
Remote Similarity	0.6145	NPC478009
Remote Similarity	0.6144	NPC133140
Remote Similarity	0.6144	NPC195268
Remote Similarity	0.6142	NPC473449
Remote Similarity	0.6142	NPC77878
Remote Similarity	0.6138	NPC219664
Remote Similarity	0.6136	NPC124313
Remote Similarity	0.6135	NPC168209
Remote Similarity	0.6135	NPC17565
Remote Similarity	0.6133	NPC314954
Remote Similarity	0.6125	NPC129897
Remote Similarity	0.6122	NPC179896
Remote Similarity	0.6122	NPC308392
Remote Similarity	0.6122	NPC72905
Remote Similarity	0.6121	NPC320394
Remote Similarity	0.6118	NPC79293
Remote Similarity	0.6118	NPC279401
Remote Similarity	0.6117	NPC471978
Remote Similarity	0.6113	NPC58209
Remote Similarity	0.6113	NPC475533
Remote Similarity	0.6111	NPC323969
Remote Similarity	0.6109	NPC469792
Remote Similarity	0.6109	NPC24019
Remote Similarity	0.6109	NPC471979
Remote Similarity	0.6103	NPC473833
Remote Similarity	0.6102	NPC122436
Remote Similarity	0.6102	NPC65277
Remote Similarity	0.6102	NPC322482
Remote Similarity	0.61	NPC172222
Remote Similarity	0.6098	NPC188400
Remote Similarity	0.6094	NPC325683
Remote Similarity	0.6094	NPC42591
Remote Similarity	0.6094	NPC157931
Remote Similarity	0.609	NPC475315
Remote Similarity	0.609	NPC324619
Remote Similarity	0.6085	NPC110741
Remote Similarity	0.6085	NPC21461
Remote Similarity	0.6082	NPC473800
Remote Similarity	0.6082	NPC16249
Remote Similarity	0.6082	NPC56271

Drug Structure

NPD5908 OpenBabel08211708292D 36 39 0 0 1 0 0 0 0 0999 V2000 -5.1392 8.5887 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.3652 3.2414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2629 2.4650 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 C 0 0 0 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 1.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.6921 2.7932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0191 2.3449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2438 1.1201 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3640 7.3640 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3801 2.1554 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9497 5.9497 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5899 2.0167 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3980 7.6228 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6240 2.2755 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -5.7262 3.0520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9509 1.8272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.2779 1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9157 5.6909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6049 0.9306 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4674 4.0179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 1.7071 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6909 6.9157 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 0.4824 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.6228 6.3980 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 1.8966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.1745 4.7250 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.5015 4.2767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4483 2.6730 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -10.2970 2.7238 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.9169 1.5684 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5708 0.6718 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.7944 3.5696 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 3 33 1 0 0 0 0 4 5 1 0 0 0 0 4 6 1 0 0 0 0 5 30 1 0 0 0 0 6 30 1 0 0 0 0 7 17 2 0 0 0 0 7 18 1 0 0 0 0 8 17 1 0 0 0 0 8 19 2 0 0 0 0 9 18 2 0 0 0 0 9 19 1 0 0 0 0 10 15 2 0 0 0 0 10 27 1 0 0 0 0 11 20 2 0 0 0 0 11 28 1 0 0 0 0 12 21 1 0 0 0 0 12 25 2 0 0 0 0 13 22 1 0 0 0 0 13 26 2 0 0 0 0 14 16 1 0 0 0 0 14 33 1 0 0 0 0 15 25 1 0 0 0 0 16 2 1 6 0 0 0 16 34 1 0 0 0 0 17 23 1 0 0 0 0 18 34 1 0 0 0 0 19 35 1 0 0 0 0 20 24 1 0 0 0 0 20 26 1 0 0 0 0 21 27 2 0 0 0 0 21 29 1 0 0 0 0 22 28 2 0 0 0 0 22 35 1 0 0 0 0 23 29 2 3 0 0 0 23 31 1 0 0 0 0 24 30 1 0 0 0 0 24 32 2 0 0 0 0 31 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000457
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16039797
ChEBI
CAS Number

Drug Properties

Molecular Weight	478.20
ALogP	-0.8892
MLogP	2.89
XLogP	1.751
HDA	9
HBD	1
Rotatable Bonds	14
TPSA	132.15
RO5 Violation	0