NPASS drugs

Drug Information

Drug ID:	NPD516
Drug Name:
Molecular Formula:	C11H13N5O3
Canonical SMILES:	OCC1=C[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
Standard InCHI:	InChI=1S/C11H13N5O3/c12-10-7-11(14-3-13-10)16(4-15-7)6-1-5(2-17)8(18)9(6)19/h1,3-4,6,8-9,17-19H,2H2,(H2,12,13,14)/t6-,8-,9+/m1/s1
Standard InCHIKey:	XUGWUUDOWNZAGW-VDAHYXPESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD516

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	249
0.1-0.2	6441
0.2-0.3	19001
0.3-0.4	3325
0.4-0.5	1564
0.5-0.6	185
0.6-0.7	70
0.7-0.8	46
0.8-0.85	9
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	0.8291	NPC93365
Intermediate Similarity	0.8258	NPC150853
Intermediate Similarity	0.8176	NPC239737
Intermediate Similarity	0.8052	NPC107374
Intermediate Similarity	0.8052	NPC21448
Intermediate Similarity	0.8052	NPC156461
Intermediate Similarity	0.8039	NPC229974
Intermediate Similarity	0.8	NPC164665
Intermediate Similarity	0.8	NPC189068
Intermediate Similarity	0.7949	NPC309832
Intermediate Similarity	0.7949	NPC269827
Intermediate Similarity	0.7949	NPC219313
Intermediate Similarity	0.7908	NPC161659
Intermediate Similarity	0.7908	NPC317821
Intermediate Similarity	0.7908	NPC209525
Intermediate Similarity	0.7806	NPC314152
Intermediate Similarity	0.775	NPC185991
Intermediate Similarity	0.775	NPC211025
Intermediate Similarity	0.775	NPC85689
Intermediate Similarity	0.7727	NPC313514
Intermediate Similarity	0.7727	NPC129756
Intermediate Similarity	0.7702	NPC472816
Intermediate Similarity	0.7702	NPC321814
Intermediate Similarity	0.7654	NPC212551
Intermediate Similarity	0.7654	NPC130586
Intermediate Similarity	0.7654	NPC164952
Intermediate Similarity	0.7654	NPC302778
Intermediate Similarity	0.7607	NPC174802
Intermediate Similarity	0.7593	NPC207633
Intermediate Similarity	0.7562	NPC121222
Intermediate Similarity	0.7561	NPC224076
Intermediate Similarity	0.7548	NPC33996
Intermediate Similarity	0.7516	NPC136349
Intermediate Similarity	0.7515	NPC316618
Intermediate Similarity	0.7515	NPC54320
Intermediate Similarity	0.7515	NPC311197
Intermediate Similarity	0.7515	NPC226245
Intermediate Similarity	0.7515	NPC313754
Intermediate Similarity	0.7455	NPC52238
Intermediate Similarity	0.7423	NPC161224
Intermediate Similarity	0.7378	NPC328479
Intermediate Similarity	0.7338	NPC57279
Intermediate Similarity	0.7326	NPC290959
Intermediate Similarity	0.7294	NPC323091
Intermediate Similarity	0.7262	NPC195140
Intermediate Similarity	0.7209	NPC261595
Intermediate Similarity	0.7186	NPC472834
Intermediate Similarity	0.7168	NPC324033
Intermediate Similarity	0.7168	NPC321458
Intermediate Similarity	0.7089	NPC320818
Intermediate Similarity	0.7085	NPC250178
Intermediate Similarity	0.7062	NPC313897
Intermediate Similarity	0.7052	NPC324484
Intermediate Similarity	0.7022	NPC189261
Intermediate Similarity	0.7011	NPC325906
Remote Similarity	0.6989	NPC222174
Remote Similarity	0.6966	NPC326529
Remote Similarity	0.6927	NPC324198
Remote Similarity	0.6927	NPC319100
Remote Similarity	0.6891	NPC157821
Remote Similarity	0.6875	NPC276373
Remote Similarity	0.6875	NPC61198
Remote Similarity	0.6839	NPC5802
Remote Similarity	0.6836	NPC326082
Remote Similarity	0.6813	NPC262926
Remote Similarity	0.678	NPC168702
Remote Similarity	0.678	NPC125659
Remote Similarity	0.6748	NPC296437
Remote Similarity	0.6746	NPC160666
Remote Similarity	0.6723	NPC33382
Remote Similarity	0.6707	NPC470266
Remote Similarity	0.6687	NPC30326
Remote Similarity	0.6683	NPC107160
Remote Similarity	0.6667	NPC265111
Remote Similarity	0.6667	NPC21461
Remote Similarity	0.6647	NPC89147
Remote Similarity	0.6647	NPC274384
Remote Similarity	0.6646	NPC319221
Remote Similarity	0.663	NPC473585
Remote Similarity	0.6627	NPC74306
Remote Similarity	0.6627	NPC476528
Remote Similarity	0.6627	NPC315642
Remote Similarity	0.6627	NPC476433
Remote Similarity	0.6613	NPC24589
Remote Similarity	0.6596	NPC78941
Remote Similarity	0.6596	NPC282458
Remote Similarity	0.6587	NPC474986
Remote Similarity	0.6587	NPC476013
Remote Similarity	0.6587	NPC251233
Remote Similarity	0.6587	NPC476520
Remote Similarity	0.6587	NPC211820
Remote Similarity	0.6587	NPC476522
Remote Similarity	0.6584	NPC324009
Remote Similarity	0.657	NPC321052
Remote Similarity	0.6568	NPC476408
Remote Similarity	0.6566	NPC186619
Remote Similarity	0.6552	NPC472833
Remote Similarity	0.6548	NPC177169
Remote Similarity	0.6548	NPC103388
Remote Similarity	0.6548	NPC476521
Remote Similarity	0.6509	NPC232408
Remote Similarity	0.6509	NPC64705
Remote Similarity	0.6488	NPC318590
Remote Similarity	0.6456	NPC248007
Remote Similarity	0.645	NPC317746
Remote Similarity	0.6441	NPC472832
Remote Similarity	0.6441	NPC18308
Remote Similarity	0.6404	NPC321393
Remote Similarity	0.6358	NPC246193
Remote Similarity	0.6351	NPC476564
Remote Similarity	0.6346	NPC327579
Remote Similarity	0.6267	NPC158055
Remote Similarity	0.6266	NPC139776
Remote Similarity	0.6264	NPC326694
Remote Similarity	0.6259	NPC87981
Remote Similarity	0.6259	NPC174114
Remote Similarity	0.6258	NPC104011
Remote Similarity	0.6258	NPC287876
Remote Similarity	0.6243	NPC244700
Remote Similarity	0.6196	NPC14330
Remote Similarity	0.6188	NPC14590
Remote Similarity	0.6144	NPC4837
Remote Similarity	0.6144	NPC312187
Remote Similarity	0.6032	NPC164845
Remote Similarity	0.6	NPC208751
Remote Similarity	0.5944	NPC469975
Remote Similarity	0.593	NPC76544
Remote Similarity	0.593	NPC167285
Remote Similarity	0.593	NPC226184
Remote Similarity	0.5921	NPC18335
Remote Similarity	0.5888	NPC472289
Remote Similarity	0.5829	NPC217656
Remote Similarity	0.5828	NPC5707
Remote Similarity	0.5823	NPC313547
Remote Similarity	0.5813	NPC68938
Remote Similarity	0.5812	NPC317054
Remote Similarity	0.5795	NPC89139
Remote Similarity	0.5793	NPC109322
Remote Similarity	0.5783	NPC180462
Remote Similarity	0.5775	NPC50511
Remote Similarity	0.5771	NPC8590
Remote Similarity	0.5763	NPC150447
Remote Similarity	0.5755	NPC471603
Remote Similarity	0.569	NPC210947
Remote Similarity	0.565	NPC115595
Remote Similarity	0.5644	NPC201900
Remote Similarity	0.5622	NPC120070
Remote Similarity	0.5618	NPC174020

Drug Structure

NPD516 OpenBabel08201723202D 24 26 0 0 1 0 0 0 0 0999 V2000 -1.3849 -1.1215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 -1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6092 -2.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.6092 -0.1691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5873 -0.0388 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.4752 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 -0.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4752 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7431 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 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 -4.0267 -1.5522 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5009 0.3680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6168 1.4557 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.2072 -0.6691 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3412 0.8309 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6958 -2.2953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.3099 -0.2198 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7032 1.8625 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 2 0 0 0 0 2 5 1 0 0 0 0 2 17 1 0 0 0 0 3 13 2 0 0 0 0 3 14 1 0 0 0 0 4 15 2 0 0 0 0 4 16 1 0 0 0 0 5 8 1 0 0 0 0 6 1 1 6 0 0 0 6 9 1 0 0 0 0 6 16 1 0 0 0 0 7 10 2 0 0 0 0 7 11 1 0 0 0 0 7 15 1 0 0 0 0 8 9 1 0 0 0 0 8 18 1 1 0 0 0 9 19 1 1 0 0 0 10 12 1 0 0 0 0 10 13 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 20 1 0 0 0 0 12 21 1 0 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001008
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	72968
ChEBI
CAS Number

Drug Properties

Molecular Weight	263.10
ALogP	-1.985
MLogP	1.79
XLogP	-1.538
HDA	8
HBD	4
Rotatable Bonds	6
TPSA	130.31
RO5 Violation	0