NPASS drugs

Drug Information

Drug ID:	NPD2929
Drug Name:
Molecular Formula:	C18H20N4O6
Canonical SMILES:	COC(=Nc1nc2n(c1)nc(cc2)OCc1cc(OC)c(c(c1)OC)OC)O
Standard InCHI:	InChI=1S/C18H20N4O6/c1-24-12-7-11(8-13(25-2)17(12)26-3)10-28-16-6-5-15-19-14(9-22(15)21-16)20-18(23)27-4/h5-9H,10H2,1-4H3,(H,20,23)
Standard InCHIKey:	UMSHZWFCVXIDEO-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2929

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	512
0.1-0.2	3245
0.2-0.3	9760
0.3-0.4	4388
0.4-0.5	10315
0.5-0.6	2442
0.6-0.7	217
0.7-0.8	11
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	0.7457	NPC308906
Intermediate Similarity	0.7418	NPC477806
Intermediate Similarity	0.7418	NPC477795
Intermediate Similarity	0.7418	NPC477805
Intermediate Similarity	0.7418	NPC477796
Intermediate Similarity	0.722	NPC160666
Intermediate Similarity	0.708	NPC127085
Intermediate Similarity	0.7076	NPC12100
Intermediate Similarity	0.7017	NPC136924
Intermediate Similarity	0.7009	NPC242923
Intermediate Similarity	0.7	NPC46970
Remote Similarity	0.6975	NPC473822
Remote Similarity	0.697	NPC210256
Remote Similarity	0.6875	NPC250178
Remote Similarity	0.6872	NPC35761
Remote Similarity	0.6857	NPC237978
Remote Similarity	0.6818	NPC17305
Remote Similarity	0.6815	NPC255800
Remote Similarity	0.6815	NPC96584
Remote Similarity	0.6802	NPC201508
Remote Similarity	0.6797	NPC472031
Remote Similarity	0.6797	NPC472066
Remote Similarity	0.6797	NPC472067
Remote Similarity	0.6784	NPC195268
Remote Similarity	0.6784	NPC133140
Remote Similarity	0.6784	NPC472068
Remote Similarity	0.6777	NPC174049
Remote Similarity	0.6746	NPC471614
Remote Similarity	0.6724	NPC477019
Remote Similarity	0.6721	NPC122463
Remote Similarity	0.6708	NPC54066
Remote Similarity	0.6695	NPC471603
Remote Similarity	0.6681	NPC290689
Remote Similarity	0.6654	NPC99891
Remote Similarity	0.6624	NPC313189
Remote Similarity	0.6586	NPC476997
Remote Similarity	0.6581	NPC234197
Remote Similarity	0.6577	NPC56271
Remote Similarity	0.6575	NPC30540
Remote Similarity	0.656	NPC476996
Remote Similarity	0.656	NPC476998
Remote Similarity	0.6556	NPC202768
Remote Similarity	0.6556	NPC296482
Remote Similarity	0.6556	NPC53069
Remote Similarity	0.6538	NPC4071
Remote Similarity	0.6538	NPC476582
Remote Similarity	0.6538	NPC476578
Remote Similarity	0.6529	NPC266931
Remote Similarity	0.652	NPC476994
Remote Similarity	0.6512	NPC284141
Remote Similarity	0.6496	NPC295228
Remote Similarity	0.6494	NPC469792
Remote Similarity	0.6491	NPC150447
Remote Similarity	0.649	NPC467439
Remote Similarity	0.6488	NPC26679
Remote Similarity	0.6488	NPC251160
Remote Similarity	0.6485	NPC135549
Remote Similarity	0.6481	NPC473053
Remote Similarity	0.6475	NPC62995
Remote Similarity	0.6471	NPC36229
Remote Similarity	0.6471	NPC476581
Remote Similarity	0.6471	NPC16452
Remote Similarity	0.6468	NPC476999
Remote Similarity	0.6466	NPC289786
Remote Similarity	0.6466	NPC226202
Remote Similarity	0.6459	NPC217554
Remote Similarity	0.6458	NPC476465
Remote Similarity	0.6453	NPC224928
Remote Similarity	0.6448	NPC472434
Remote Similarity	0.6441	NPC176538
Remote Similarity	0.6438	NPC280638
Remote Similarity	0.6429	NPC115595
Remote Similarity	0.6426	NPC130570
Remote Similarity	0.642	NPC96405
Remote Similarity	0.642	NPC202605
Remote Similarity	0.642	NPC112206
Remote Similarity	0.642	NPC171409
Remote Similarity	0.6414	NPC107160
Remote Similarity	0.6414	NPC110151
Remote Similarity	0.6406	NPC476995
Remote Similarity	0.6405	NPC219664
Remote Similarity	0.6395	NPC79293
Remote Similarity	0.6395	NPC279401
Remote Similarity	0.6395	NPC119134
Remote Similarity	0.6388	NPC183537
Remote Similarity	0.6385	NPC124313
Remote Similarity	0.6383	NPC267928
Remote Similarity	0.6381	NPC11408
Remote Similarity	0.6364	NPC185782
Remote Similarity	0.6352	NPC203168
Remote Similarity	0.6348	NPC204385
Remote Similarity	0.6345	NPC310118
Remote Similarity	0.6345	NPC232727
Remote Similarity	0.6345	NPC31930
Remote Similarity	0.6341	NPC470799
Remote Similarity	0.6341	NPC288349
Remote Similarity	0.6341	NPC8022
Remote Similarity	0.6339	NPC21461
Remote Similarity	0.6337	NPC188420
Remote Similarity	0.6337	NPC113369
Remote Similarity	0.6327	NPC271215
Remote Similarity	0.6327	NPC149471
Remote Similarity	0.6327	NPC476287
Remote Similarity	0.6324	NPC315822
Remote Similarity	0.6322	NPC82548
Remote Similarity	0.6316	NPC206201
Remote Similarity	0.6316	NPC472435
Remote Similarity	0.6311	NPC312872
Remote Similarity	0.6308	NPC207283
Remote Similarity	0.6308	NPC84164
Remote Similarity	0.6292	NPC245816
Remote Similarity	0.6292	NPC476138
Remote Similarity	0.629	NPC204446
Remote Similarity	0.6285	NPC187145
Remote Similarity	0.6266	NPC47059
Remote Similarity	0.6266	NPC329708
Remote Similarity	0.6266	NPC165349
Remote Similarity	0.6266	NPC264166
Remote Similarity	0.6266	NPC274291
Remote Similarity	0.6266	NPC118832
Remote Similarity	0.6265	NPC90875
Remote Similarity	0.6265	NPC213530
Remote Similarity	0.6265	NPC193267
Remote Similarity	0.6264	NPC77878
Remote Similarity	0.626	NPC228206
Remote Similarity	0.626	NPC236668
Remote Similarity	0.625	NPC233334
Remote Similarity	0.625	NPC469554
Remote Similarity	0.6245	NPC295452
Remote Similarity	0.6245	NPC219963
Remote Similarity	0.6245	NPC472436
Remote Similarity	0.6245	NPC171393
Remote Similarity	0.624	NPC472111
Remote Similarity	0.6235	NPC235076
Remote Similarity	0.6235	NPC146976
Remote Similarity	0.6234	NPC20249
Remote Similarity	0.6234	NPC19872
Remote Similarity	0.623	NPC174758
Remote Similarity	0.6226	NPC51854
Remote Similarity	0.6225	NPC23614
Remote Similarity	0.6225	NPC100079
Remote Similarity	0.6222	NPC14651
Remote Similarity	0.6222	NPC121658
Remote Similarity	0.6221	NPC15406
Remote Similarity	0.622	NPC316981
Remote Similarity	0.6215	NPC60621
Remote Similarity	0.6204	NPC123976
Remote Similarity	0.6204	NPC167860
Remote Similarity	0.6203	NPC194967
Remote Similarity	0.6198	NPC471013
Remote Similarity	0.6198	NPC180668
Remote Similarity	0.6198	NPC148896
Remote Similarity	0.619	NPC118121
Remote Similarity	0.6189	NPC9729
Remote Similarity	0.6187	NPC101543
Remote Similarity	0.6186	NPC307963
Remote Similarity	0.6183	NPC39092
Remote Similarity	0.6178	NPC476518
Remote Similarity	0.6178	NPC108342
Remote Similarity	0.6174	NPC470474
Remote Similarity	0.6174	NPC107123
Remote Similarity	0.6174	NPC266551
Remote Similarity	0.6174	NPC161887
Remote Similarity	0.617	NPC469390
Remote Similarity	0.6165	NPC10904
Remote Similarity	0.6163	NPC180504
Remote Similarity	0.616	NPC316756
Remote Similarity	0.6157	NPC475774
Remote Similarity	0.6157	NPC469440
Remote Similarity	0.6157	NPC223427
Remote Similarity	0.6154	NPC189903
Remote Similarity	0.6154	NPC182907
Remote Similarity	0.6145	NPC210296
Remote Similarity	0.6139	NPC223223
Remote Similarity	0.6137	NPC61350
Remote Similarity	0.6135	NPC46451
Remote Similarity	0.6132	NPC470500
Remote Similarity	0.613	NPC166722
Remote Similarity	0.6125	NPC287437
Remote Similarity	0.6124	NPC471004
Remote Similarity	0.6122	NPC287208
Remote Similarity	0.6116	NPC66815
Remote Similarity	0.6113	NPC475533
Remote Similarity	0.6109	NPC24019
Remote Similarity	0.6107	NPC261388
Remote Similarity	0.6105	NPC134637
Remote Similarity	0.61	NPC315957
Remote Similarity	0.6098	NPC174672
Remote Similarity	0.6096	NPC173080
Remote Similarity	0.6096	NPC317054
Remote Similarity	0.6091	NPC103388
Remote Similarity	0.609	NPC324619
Remote Similarity	0.609	NPC475315
Remote Similarity	0.6085	NPC472289
Remote Similarity	0.6082	NPC474595
Remote Similarity	0.608	NPC274982
Remote Similarity	0.6071	NPC148409
Remote Similarity	0.6067	NPC251090
Remote Similarity	0.6066	NPC285558
Remote Similarity	0.6066	NPC284685

Drug Structure

NPD2929 OpenBabel08211702562D 29 31 0 0 0 0 0 0 0 0999 V2000 6.9282 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2024 -2.8147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 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 -0.2079 -0.9781 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 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 -1.0827 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7024 -1.9487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6092 -0.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7024 -1.9487 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 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 -3.2024 -1.0827 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2024 -2.8147 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2024 -1.0827 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 25 1 0 0 0 0 3 26 1 0 0 0 0 4 27 1 0 0 0 0 5 6 2 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 11 2 0 0 0 0 7 12 1 0 0 0 0 8 11 1 0 0 0 0 8 13 2 0 0 0 0 9 14 2 0 0 0 0 9 22 1 0 0 0 0 10 11 1 0 0 0 0 10 28 1 0 0 0 0 12 17 2 0 0 0 0 12 24 1 0 0 0 0 13 17 1 0 0 0 0 13 25 1 0 0 0 0 14 19 1 0 0 0 0 14 20 1 0 0 0 0 15 19 2 0 0 0 0 15 22 1 0 0 0 0 16 21 2 0 0 0 0 16 28 1 0 0 0 0 17 26 1 0 0 0 0 18 20 2 3 0 0 0 18 23 1 0 0 0 0 18 27 1 0 0 0 0 21 22 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009612
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6918099
ChEBI
CAS Number

Drug Properties

Molecular Weight	388.14
ALogP	0.2868
MLogP	2.34
XLogP	1.881
HDA	6
HBD	1
Rotatable Bonds	13
TPSA	108.93
RO5 Violation	0