NPASS drugs

Drug Information

Drug ID:	NPD2965
Drug Name:
Molecular Formula:	C18H21N5O4
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2NCc1ccccc1C
Standard InCHI:	InChI=1S/C18H21N5O4/c1-10-4-2-3-5-11(10)6-19-16-13-17(21-8-20-16)23(9-22-13)18-15(26)14(25)12(7-24)27-18/h2-5,8-9,12,14-15,18,24-26H,6-7H2,1H3,(H,19,20,21)/t12-,14-,15-,18-/m1/s1
Standard InCHIKey:	OOEMZCZWZXHBKW-SCFUHWHPSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2965

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	278
0.1-0.2	1897
0.2-0.3	11722
0.3-0.4	12221
0.4-0.5	2521
0.5-0.6	1848
0.6-0.7	364
0.7-0.8	35
0.8-0.85	3
0.85-0.9	1
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
High Similarity	0.8844	NPC250178
Intermediate Similarity	0.8476	NPC158055
Intermediate Similarity	0.8421	NPC160666
Intermediate Similarity	0.8019	NPC107160
Intermediate Similarity	0.7802	NPC239737
Intermediate Similarity	0.7742	NPC21461
Intermediate Similarity	0.7525	NPC313514
Intermediate Similarity	0.75	NPC469975
Intermediate Similarity	0.7348	NPC189068
Intermediate Similarity	0.7308	NPC219313
Intermediate Similarity	0.7308	NPC309832
Intermediate Similarity	0.7293	NPC156461
Intermediate Similarity	0.7293	NPC107374
Intermediate Similarity	0.7293	NPC21448
Intermediate Similarity	0.7292	NPC168702
Intermediate Similarity	0.7292	NPC125659
Intermediate Similarity	0.7282	NPC317054
Intermediate Similarity	0.7253	NPC164665
Intermediate Similarity	0.7213	NPC269827
Intermediate Similarity	0.7189	NPC150853
Intermediate Similarity	0.7182	NPC229974
Intermediate Similarity	0.715	NPC33382
Intermediate Similarity	0.7107	NPC313897
Intermediate Similarity	0.7101	NPC150447
Intermediate Similarity	0.7074	NPC302778
Intermediate Similarity	0.7074	NPC212551
Intermediate Similarity	0.7072	NPC209525
Intermediate Similarity	0.7072	NPC317821
Intermediate Similarity	0.7072	NPC161659
Intermediate Similarity	0.7059	NPC85689
Intermediate Similarity	0.7059	NPC211025
Intermediate Similarity	0.7059	NPC185991
Intermediate Similarity	0.7041	NPC222174
Intermediate Similarity	0.7037	NPC174802
Intermediate Similarity	0.7028	NPC103388
Intermediate Similarity	0.7021	NPC321814
Intermediate Similarity	0.7021	NPC207633
Intermediate Similarity	0.7021	NPC472816
Intermediate Similarity	0.7	NPC224076
Remote Similarity	0.6995	NPC62510
Remote Similarity	0.6995	NPC314152
Remote Similarity	0.6984	NPC164952
Remote Similarity	0.6984	NPC130586
Remote Similarity	0.6963	NPC226245
Remote Similarity	0.6955	NPC238945
Remote Similarity	0.6923	NPC129756
Remote Similarity	0.6898	NPC121222
Remote Similarity	0.6878	NPC161224
Remote Similarity	0.6875	NPC316618
Remote Similarity	0.6842	NPC69843
Remote Similarity	0.6842	NPC115595
Remote Similarity	0.684	NPC474767
Remote Similarity	0.6839	NPC195140
Remote Similarity	0.6828	NPC476492
Remote Similarity	0.682	NPC71238
Remote Similarity	0.6816	NPC189261
Remote Similarity	0.6788	NPC93365
Remote Similarity	0.6786	NPC323091
Remote Similarity	0.6772	NPC136349
Remote Similarity	0.6771	NPC472834
Remote Similarity	0.677	NPC130570
Remote Similarity	0.6766	NPC326529
Remote Similarity	0.6754	NPC328479
Remote Similarity	0.6734	NPC290959
Remote Similarity	0.6733	NPC324198
Remote Similarity	0.6733	NPC319100
Remote Similarity	0.6732	NPC472110
Remote Similarity	0.6732	NPC472109
Remote Similarity	0.6727	NPC54981
Remote Similarity	0.6724	NPC223223
Remote Similarity	0.671	NPC89987
Remote Similarity	0.6701	NPC313754
Remote Similarity	0.6701	NPC54320
Remote Similarity	0.6701	NPC311197
Remote Similarity	0.6698	NPC292361
Remote Similarity	0.6697	NPC471603
Remote Similarity	0.6685	NPC33996
Remote Similarity	0.6667	NPC98371
Remote Similarity	0.6667	NPC313884
Remote Similarity	0.6653	NPC472068
Remote Similarity	0.6652	NPC320968
Remote Similarity	0.665	NPC326082
Remote Similarity	0.6649	NPC52238
Remote Similarity	0.6636	NPC149708
Remote Similarity	0.6623	NPC64216
Remote Similarity	0.662	NPC54537
Remote Similarity	0.662	NPC276373
Remote Similarity	0.6598	NPC472066
Remote Similarity	0.6598	NPC472031
Remote Similarity	0.6598	NPC472067
Remote Similarity	0.6592	NPC282247
Remote Similarity	0.6591	NPC314957
Remote Similarity	0.659	NPC5802
Remote Similarity	0.6585	NPC133261
Remote Similarity	0.6576	NPC320818
Remote Similarity	0.6571	NPC472289
Remote Similarity	0.6569	NPC24594
Remote Similarity	0.6569	NPC472122
Remote Similarity	0.656	NPC157821
Remote Similarity	0.6559	NPC296437
Remote Similarity	0.6553	NPC473585
Remote Similarity	0.655	NPC325906
Remote Similarity	0.6538	NPC24589
Remote Similarity	0.6535	NPC471506
Remote Similarity	0.6533	NPC71079
Remote Similarity	0.6531	NPC476219
Remote Similarity	0.6531	NPC476297
Remote Similarity	0.6531	NPC120070
Remote Similarity	0.6524	NPC78941
Remote Similarity	0.6524	NPC282458
Remote Similarity	0.6518	NPC54744
Remote Similarity	0.6515	NPC300238
Remote Similarity	0.6507	NPC188387
Remote Similarity	0.6507	NPC163421
Remote Similarity	0.6507	NPC265111
Remote Similarity	0.6502	NPC242923
Remote Similarity	0.65	NPC474217
Remote Similarity	0.65	NPC324484
Remote Similarity	0.649	NPC139291
Remote Similarity	0.649	NPC472108
Remote Similarity	0.6485	NPC171393
Remote Similarity	0.6485	NPC39092
Remote Similarity	0.6485	NPC295452
Remote Similarity	0.6474	NPC476521
Remote Similarity	0.6473	NPC187827
Remote Similarity	0.6473	NPC472105
Remote Similarity	0.6471	NPC472207
Remote Similarity	0.6468	NPC85918
Remote Similarity	0.6468	NPC261595
Remote Similarity	0.6465	NPC138018
Remote Similarity	0.6455	NPC476433
Remote Similarity	0.6455	NPC476528
Remote Similarity	0.645	NPC470203
Remote Similarity	0.6442	NPC314394
Remote Similarity	0.6436	NPC470266
Remote Similarity	0.6436	NPC278366
Remote Similarity	0.6436	NPC321458
Remote Similarity	0.6436	NPC127730
Remote Similarity	0.6436	NPC324033
Remote Similarity	0.6421	NPC476522
Remote Similarity	0.6421	NPC476013
Remote Similarity	0.6421	NPC474986
Remote Similarity	0.642	NPC471564
Remote Similarity	0.6418	NPC78375
Remote Similarity	0.6418	NPC476446
Remote Similarity	0.6418	NPC469813
Remote Similarity	0.6416	NPC50511
Remote Similarity	0.6406	NPC476408
Remote Similarity	0.64	NPC470204
Remote Similarity	0.6393	NPC469308
Remote Similarity	0.639	NPC477796
Remote Similarity	0.639	NPC477805
Remote Similarity	0.639	NPC477795
Remote Similarity	0.639	NPC477806
Remote Similarity	0.6376	NPC308906
Remote Similarity	0.6368	NPC74306
Remote Similarity	0.6368	NPC315642
Remote Similarity	0.6368	NPC116555
Remote Similarity	0.6364	NPC193761
Remote Similarity	0.6364	NPC476874
Remote Similarity	0.6364	NPC155143
Remote Similarity	0.6364	NPC233936
Remote Similarity	0.636	NPC267811
Remote Similarity	0.6359	NPC114209
Remote Similarity	0.6351	NPC15102
Remote Similarity	0.6346	NPC141377
Remote Similarity	0.6341	NPC476493
Remote Similarity	0.6341	NPC470498
Remote Similarity	0.6339	NPC478158
Remote Similarity	0.6337	NPC40779
Remote Similarity	0.6335	NPC476520
Remote Similarity	0.6333	NPC48938
Remote Similarity	0.6332	NPC281049
Remote Similarity	0.6332	NPC172937
Remote Similarity	0.6332	NPC94167
Remote Similarity	0.633	NPC265576
Remote Similarity	0.6327	NPC282531
Remote Similarity	0.6324	NPC315467
Remote Similarity	0.6323	NPC473362
Remote Similarity	0.6323	NPC166492
Remote Similarity	0.6318	NPC475506
Remote Similarity	0.6316	NPC472027
Remote Similarity	0.6316	NPC314882
Remote Similarity	0.6314	NPC475859
Remote Similarity	0.6314	NPC475969
Remote Similarity	0.6314	NPC474877
Remote Similarity	0.6313	NPC472833
Remote Similarity	0.6308	NPC95783
Remote Similarity	0.6301	NPC100321
Remote Similarity	0.63	NPC472832
Remote Similarity	0.63	NPC18308
Remote Similarity	0.6299	NPC478009
Remote Similarity	0.6299	NPC478010
Remote Similarity	0.6298	NPC326575
Remote Similarity	0.6292	NPC30540
Remote Similarity	0.6287	NPC225018
Remote Similarity	0.6275	NPC49217
Remote Similarity	0.6271	NPC470730
Remote Similarity	0.6271	NPC477176
Remote Similarity	0.6271	NPC470729

Drug Structure

NPD2965 OpenBabel08211702562D 31 34 0 0 1 0 0 0 0 0999 V2000 7.3242 -0.5477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5921 -2.5477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7261 -2.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4582 -2.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7261 -1.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5921 0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 -0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9941 -1.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7916 2.0350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4582 -1.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5921 -0.5477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9941 0.9523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 1.0827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.8601 0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1280 0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7261 0.9523 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8601 -0.5477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1280 -0.5477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7861 1.9305 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 1.1215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6418 -0.4307 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1160 1.4894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2319 2.5772 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.7261 1.9523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9508 0.5204 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2205 2.4839 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0409 3.1650 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 10 2 0 0 0 0 5 11 2 0 0 0 0 6 11 1 0 0 0 0 6 19 1 0 0 0 0 7 24 1 0 0 0 0 8 20 2 0 0 0 0 8 21 1 0 0 0 0 9 22 2 0 0 0 0 9 23 1 0 0 0 0 10 11 1 0 0 0 0 12 7 1 6 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 16 2 0 0 0 0 13 17 1 0 0 0 0 13 22 1 0 0 0 0 14 15 1 0 0 0 0 14 25 1 1 0 0 0 15 18 1 0 0 0 0 15 26 1 1 0 0 0 16 19 1 0 0 0 0 16 20 1 0 0 0 0 17 21 2 0 0 0 0 17 23 1 0 0 0 0 18 23 1 6 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005663
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65710
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.16
ALogP	-1.296
MLogP	2.45
XLogP	1.812
HDA	9
HBD	4
Rotatable Bonds	9
TPSA	125.55
RO5 Violation	0