NPASS drugs

Drug Information

Drug ID:	NPD4206
Drug Name:
Molecular Formula:	C20H29N5O6
Canonical SMILES:	COc1c(OC)c(OC)cc2c1nc([nH]c2=N)N1CCN(CC1)C(=O)OCC(O)(C)C
Standard InCHI:	InChI=1S/C20H29N5O6/c1-20(2,27)11-31-19(26)25-8-6-24(7-9-25)18-22-14-12(17(21)23-18)10-13(28-3)15(29-4)16(14)30-5/h10,27H,6-9,11H2,1-5H3,(H2,21,22,23)
Standard InCHIKey:	YNZXWQJZEDLQEG-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4206

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	304
0.1-0.2	2211
0.2-0.3	10062
0.3-0.4	4079
0.4-0.5	10218
0.5-0.6	3444
0.6-0.7	570
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	0.744	NPC272706
Intermediate Similarity	0.713	NPC16249
Remote Similarity	0.6961	NPC287152
Remote Similarity	0.6938	NPC217294
Remote Similarity	0.6912	NPC473460
Remote Similarity	0.6909	NPC168250
Remote Similarity	0.6878	NPC219664
Remote Similarity	0.686	NPC98197
Remote Similarity	0.6842	NPC71539
Remote Similarity	0.6842	NPC250960
Remote Similarity	0.6816	NPC203168
Remote Similarity	0.6804	NPC473422
Remote Similarity	0.6774	NPC127178
Remote Similarity	0.6773	NPC261388
Remote Similarity	0.6766	NPC247251
Remote Similarity	0.6753	NPC266994
Remote Similarity	0.6727	NPC470484
Remote Similarity	0.6713	NPC161804
Remote Similarity	0.6712	NPC66815
Remote Similarity	0.6711	NPC108826
Remote Similarity	0.6695	NPC74216
Remote Similarity	0.6637	NPC329329
Remote Similarity	0.6637	NPC317709
Remote Similarity	0.6636	NPC314948
Remote Similarity	0.6626	NPC472068
Remote Similarity	0.6607	NPC471561
Remote Similarity	0.658	NPC76478
Remote Similarity	0.6567	NPC19175
Remote Similarity	0.6567	NPC231924
Remote Similarity	0.6564	NPC110337
Remote Similarity	0.656	NPC478049
Remote Similarity	0.6555	NPC181905
Remote Similarity	0.655	NPC195636
Remote Similarity	0.655	NPC126556
Remote Similarity	0.6544	NPC85381
Remote Similarity	0.6535	NPC235628
Remote Similarity	0.6527	NPC291173
Remote Similarity	0.6525	NPC470821
Remote Similarity	0.6522	NPC87560
Remote Similarity	0.6522	NPC182853
Remote Similarity	0.6509	NPC128476
Remote Similarity	0.6509	NPC118189
Remote Similarity	0.6504	NPC269449
Remote Similarity	0.6504	NPC472031
Remote Similarity	0.6504	NPC472066
Remote Similarity	0.6504	NPC472067
Remote Similarity	0.6502	NPC163829
Remote Similarity	0.6495	NPC249996
Remote Similarity	0.6491	NPC162530
Remote Similarity	0.6491	NPC268223
Remote Similarity	0.6484	NPC234318
Remote Similarity	0.6482	NPC13397
Remote Similarity	0.6479	NPC476202
Remote Similarity	0.6476	NPC471532
Remote Similarity	0.6473	NPC158551
Remote Similarity	0.6466	NPC303374
Remote Similarity	0.6466	NPC476069
Remote Similarity	0.6465	NPC477186
Remote Similarity	0.6456	NPC24465
Remote Similarity	0.6452	NPC318805
Remote Similarity	0.6452	NPC41122
Remote Similarity	0.645	NPC195120
Remote Similarity	0.645	NPC476568
Remote Similarity	0.6449	NPC262725
Remote Similarity	0.6447	NPC119722
Remote Similarity	0.6432	NPC195538
Remote Similarity	0.6429	NPC475147
Remote Similarity	0.6425	NPC13916
Remote Similarity	0.6425	NPC264850
Remote Similarity	0.6419	NPC114468
Remote Similarity	0.6411	NPC56271
Remote Similarity	0.641	NPC148124
Remote Similarity	0.6406	NPC82763
Remote Similarity	0.6404	NPC220241
Remote Similarity	0.6404	NPC295479
Remote Similarity	0.6402	NPC474650
Remote Similarity	0.6398	NPC187678
Remote Similarity	0.6396	NPC25897
Remote Similarity	0.6394	NPC310894
Remote Similarity	0.6393	NPC477395
Remote Similarity	0.6391	NPC148391
Remote Similarity	0.6389	NPC474661
Remote Similarity	0.6389	NPC475919
Remote Similarity	0.6385	NPC475794
Remote Similarity	0.6381	NPC168153
Remote Similarity	0.6379	NPC134702
Remote Similarity	0.6379	NPC173080
Remote Similarity	0.6376	NPC294244
Remote Similarity	0.6376	NPC79213
Remote Similarity	0.6368	NPC99724
Remote Similarity	0.6364	NPC471531
Remote Similarity	0.6364	NPC204908
Remote Similarity	0.6364	NPC83198
Remote Similarity	0.6364	NPC66573
Remote Similarity	0.6359	NPC29531
Remote Similarity	0.6356	NPC35761
Remote Similarity	0.6356	NPC477396
Remote Similarity	0.6355	NPC474607
Remote Similarity	0.6352	NPC219397
Remote Similarity	0.6351	NPC228040
Remote Similarity	0.6347	NPC78284
Remote Similarity	0.6345	NPC237978
Remote Similarity	0.6343	NPC9867
Remote Similarity	0.6341	NPC216816
Remote Similarity	0.6341	NPC477393
Remote Similarity	0.6339	NPC311357
Remote Similarity	0.6333	NPC474953
Remote Similarity	0.6325	NPC10653
Remote Similarity	0.6325	NPC318525
Remote Similarity	0.6325	NPC118154
Remote Similarity	0.6325	NPC157983
Remote Similarity	0.632	NPC2905
Remote Similarity	0.6316	NPC85482
Remote Similarity	0.6316	NPC204947
Remote Similarity	0.6316	NPC475133
Remote Similarity	0.6309	NPC469594
Remote Similarity	0.6308	NPC244554
Remote Similarity	0.6308	NPC220961
Remote Similarity	0.6308	NPC474507
Remote Similarity	0.6305	NPC10730
Remote Similarity	0.6305	NPC10875
Remote Similarity	0.6303	NPC248903
Remote Similarity	0.6303	NPC13249
Remote Similarity	0.6303	NPC471513
Remote Similarity	0.6303	NPC239775
Remote Similarity	0.6298	NPC89199
Remote Similarity	0.6298	NPC54125
Remote Similarity	0.6298	NPC46259
Remote Similarity	0.6298	NPC7560
Remote Similarity	0.6282	NPC222046
Remote Similarity	0.6282	NPC148409
Remote Similarity	0.6282	NPC136924
Remote Similarity	0.6277	NPC474594
Remote Similarity	0.6274	NPC232386
Remote Similarity	0.6274	NPC190783
Remote Similarity	0.6274	NPC110374
Remote Similarity	0.6274	NPC289743
Remote Similarity	0.6274	NPC152680
Remote Similarity	0.6271	NPC46970
Remote Similarity	0.6266	NPC473513
Remote Similarity	0.6262	NPC92191
Remote Similarity	0.6262	NPC116096
Remote Similarity	0.6262	NPC15919
Remote Similarity	0.6262	NPC59028
Remote Similarity	0.6261	NPC26928
Remote Similarity	0.6256	NPC311991
Remote Similarity	0.6256	NPC82457
Remote Similarity	0.6256	NPC48490
Remote Similarity	0.6256	NPC274661
Remote Similarity	0.6256	NPC11296
Remote Similarity	0.6256	NPC75958
Remote Similarity	0.6256	NPC175890
Remote Similarity	0.6255	NPC478007
Remote Similarity	0.6255	NPC128115
Remote Similarity	0.625	NPC242728
Remote Similarity	0.625	NPC58209
Remote Similarity	0.6244	NPC304675
Remote Similarity	0.6244	NPC471113
Remote Similarity	0.6244	NPC198401
Remote Similarity	0.6244	NPC471563
Remote Similarity	0.6238	NPC100566
Remote Similarity	0.6238	NPC304846
Remote Similarity	0.6234	NPC127996
Remote Similarity	0.6233	NPC243454
Remote Similarity	0.6233	NPC475479
Remote Similarity	0.6232	NPC205167
Remote Similarity	0.6232	NPC249274
Remote Similarity	0.623	NPC314702
Remote Similarity	0.6228	NPC474595
Remote Similarity	0.6227	NPC60295
Remote Similarity	0.6227	NPC204970
Remote Similarity	0.6227	NPC191132
Remote Similarity	0.6226	NPC65403
Remote Similarity	0.6219	NPC59907
Remote Similarity	0.6219	NPC37144
Remote Similarity	0.6215	NPC173416
Remote Similarity	0.6215	NPC148709
Remote Similarity	0.6215	NPC98416
Remote Similarity	0.6215	NPC476577
Remote Similarity	0.6215	NPC237044
Remote Similarity	0.6215	NPC1291
Remote Similarity	0.6215	NPC283999
Remote Similarity	0.6215	NPC115343
Remote Similarity	0.621	NPC174629
Remote Similarity	0.621	NPC186546
Remote Similarity	0.621	NPC476576
Remote Similarity	0.6209	NPC225381
Remote Similarity	0.6209	NPC182257
Remote Similarity	0.6207	NPC30749
Remote Similarity	0.6205	NPC113236
Remote Similarity	0.6205	NPC214036
Remote Similarity	0.6204	NPC239584
Remote Similarity	0.6203	NPC478008
Remote Similarity	0.6202	NPC70172
Remote Similarity	0.6199	NPC117717
Remote Similarity	0.6196	NPC284685
Remote Similarity	0.6192	NPC200888
Remote Similarity	0.6192	NPC285254
Remote Similarity	0.619	NPC329717
Remote Similarity	0.619	NPC82541

Drug Structure

NPD4206 OpenBabel08211704332D 34 36 0 0 0 0 0 0 0 0999 V2000 0.8660 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2321 3.1340 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2321 4.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 20 1 0 0 0 0 3 28 1 0 0 0 0 4 29 1 0 0 0 0 5 30 1 0 0 0 0 6 8 1 0 0 0 0 6 24 1 0 0 0 0 7 9 1 0 0 0 0 7 24 1 0 0 0 0 8 25 1 0 0 0 0 9 25 1 0 0 0 0 10 12 2 0 0 0 0 10 13 1 0 0 0 0 11 20 1 0 0 0 0 11 31 1 0 0 0 0 12 14 1 0 0 0 0 12 17 1 0 0 0 0 13 15 2 0 0 0 0 13 28 1 0 0 0 0 14 16 2 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 29 1 0 0 0 0 16 30 1 0 0 0 0 17 21 2 0 0 0 0 17 23 1 0 0 0 0 18 22 2 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 25 1 0 0 0 0 19 26 2 0 0 0 0 19 31 1 0 0 0 0 20 27 1 0 0 0 0 21 32 1 0 0 0 0 23 33 1 0 0 0 0 27 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000533
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	435.21
ALogP	-0.4824
MLogP	2.45
XLogP	1.677
HDA	8
HBD	3
Rotatable Bonds	14
TPSA	128.94
RO5 Violation	0