NPASS drugs

Drug Information

Drug ID:	NPD9409
Drug Name:	GS-438
Molecular Formula:	C8H12N5O5P
Canonical SMILES:	N=c1nc(O)c2c([nH]1)n(CCOCP(=O)(O)O)cn2
Standard InCHI:	InChI=1S/C8H12N5O5P/c9-8-11-6-5(7(14)12-8)10-3-13(6)1-2-18-4-19(15,16)17/h3H,1-2,4H2,(H2,15,16,17)(H3,9,11,12,14)
Standard InCHIKey:	NZVORGQIEFTOQZ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD9409

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	492
0.1-0.2	24968
0.2-0.3	3644
0.3-0.4	1480
0.4-0.5	114
0.5-0.6	94
0.6-0.7	72
0.7-0.8	15
0.8-0.85	10
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	0.8559	NPC327579
Intermediate Similarity	0.8244	NPC186619
Intermediate Similarity	0.812	NPC211820
Intermediate Similarity	0.812	NPC251233
Intermediate Similarity	0.812	NPC318590
Intermediate Similarity	0.806	NPC89147
Intermediate Similarity	0.806	NPC177169
Intermediate Similarity	0.806	NPC317746
Intermediate Similarity	0.806	NPC274384
Intermediate Similarity	0.8	NPC232408
Intermediate Similarity	0.8	NPC64705
Intermediate Similarity	0.7983	NPC313547
Intermediate Similarity	0.7982	NPC59314
Intermediate Similarity	0.7923	NPC262926
Intermediate Similarity	0.7863	NPC61198
Intermediate Similarity	0.7845	NPC119133
Intermediate Similarity	0.775	NPC41958
Intermediate Similarity	0.7744	NPC30326
Intermediate Similarity	0.7719	NPC293163
Intermediate Similarity	0.7634	NPC324009
Intermediate Similarity	0.7576	NPC319221
Intermediate Similarity	0.7521	NPC10466
Intermediate Similarity	0.7391	NPC320256
Intermediate Similarity	0.7339	NPC63433
Intermediate Similarity	0.7248	NPC14590
Intermediate Similarity	0.7206	NPC320818
Remote Similarity	0.6953	NPC240084
Remote Similarity	0.6901	NPC74306
Remote Similarity	0.6901	NPC315642
Remote Similarity	0.6757	NPC85689
Remote Similarity	0.6757	NPC211025
Remote Similarity	0.6757	NPC185991
Remote Similarity	0.6711	NPC321814
Remote Similarity	0.6667	NPC302778
Remote Similarity	0.6667	NPC164952
Remote Similarity	0.6667	NPC121222
Remote Similarity	0.6667	NPC130586
Remote Similarity	0.6667	NPC212551
Remote Similarity	0.6623	NPC174802
Remote Similarity	0.6585	NPC476561
Remote Similarity	0.6579	NPC224076
Remote Similarity	0.6577	NPC326694
Remote Similarity	0.6555	NPC51000
Remote Similarity	0.6536	NPC226245
Remote Similarity	0.6536	NPC316618
Remote Similarity	0.6533	NPC161224
Remote Similarity	0.6528	NPC317821
Remote Similarity	0.6519	NPC109322
Remote Similarity	0.65	NPC57279
Remote Similarity	0.6496	NPC144223
Remote Similarity	0.6486	NPC309832
Remote Similarity	0.6475	NPC287876
Remote Similarity	0.6471	NPC248007
Remote Similarity	0.6463	NPC107374
Remote Similarity	0.6463	NPC21448
Remote Similarity	0.6463	NPC156461
Remote Similarity	0.6458	NPC129756
Remote Similarity	0.6456	NPC261595
Remote Similarity	0.6419	NPC164665
Remote Similarity	0.6419	NPC189068
Remote Similarity	0.6415	NPC321458
Remote Similarity	0.6415	NPC324033
Remote Similarity	0.6403	NPC14330
Remote Similarity	0.6389	NPC33996
Remote Similarity	0.6376	NPC219313
Remote Similarity	0.6376	NPC269827
Remote Similarity	0.6358	NPC150853
Remote Similarity	0.6357	NPC246193
Remote Similarity	0.6357	NPC47936
Remote Similarity	0.635	NPC180493
Remote Similarity	0.6349	NPC476099
Remote Similarity	0.6336	NPC327613
Remote Similarity	0.6329	NPC323091
Remote Similarity	0.6327	NPC229974
Remote Similarity	0.6316	NPC278549
Remote Similarity	0.6301	NPC209525
Remote Similarity	0.6301	NPC161659
Remote Similarity	0.6275	NPC321052
Remote Similarity	0.6258	NPC52238
Remote Similarity	0.625	NPC139776
Remote Similarity	0.6241	NPC104011
Remote Similarity	0.622	NPC476562
Remote Similarity	0.6218	NPC313754
Remote Similarity	0.6218	NPC54320
Remote Similarity	0.6218	NPC311197
Remote Similarity	0.6216	NPC314152
Remote Similarity	0.619	NPC273327
Remote Similarity	0.6184	NPC136349
Remote Similarity	0.6169	NPC472816
Remote Similarity	0.6115	NPC239737
Remote Similarity	0.6107	NPC312187
Remote Similarity	0.6107	NPC4837
Remote Similarity	0.6094	NPC476564
Remote Similarity	0.6084	NPC189261
Remote Similarity	0.6077	NPC75131
Remote Similarity	0.6065	NPC328479
Remote Similarity	0.6024	NPC326529
Remote Similarity	0.6	NPC8590
Remote Similarity	0.5988	NPC324198
Remote Similarity	0.5988	NPC319100
Remote Similarity	0.5984	NPC87981
Remote Similarity	0.5984	NPC174114
Remote Similarity	0.5976	NPC326082
Remote Similarity	0.5975	NPC195140
Remote Similarity	0.5971	NPC5707
Remote Similarity	0.597	NPC199790
Remote Similarity	0.5962	NPC207633
Remote Similarity	0.595	NPC290449
Remote Similarity	0.5896	NPC256849
Remote Similarity	0.587	NPC252603
Remote Similarity	0.5846	NPC18335
Remote Similarity	0.584	NPC9639
Remote Similarity	0.5813	NPC93365
Remote Similarity	0.5809	NPC148385
Remote Similarity	0.5804	NPC180462
Remote Similarity	0.5793	NPC324484
Remote Similarity	0.5778	NPC303899
Remote Similarity	0.5772	NPC470141
Remote Similarity	0.5758	NPC325906
Remote Similarity	0.5736	NPC187191
Remote Similarity	0.5736	NPC326248
Remote Similarity	0.5689	NPC290959
Remote Similarity	0.5683	NPC158847
Remote Similarity	0.5682	NPC155498
Remote Similarity	0.5664	NPC15566
Remote Similarity	0.5649	NPC111132
Remote Similarity	0.5647	NPC313897
Remote Similarity	0.5612	NPC68938
Remote Similarity	0.56	NPC470140

Drug Structure

NPD9409 OpenBabel08211713352D 24 25 0 0 0 0 0 0 0 0999 V2000 -1.7321 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 -2.7026 1.5055 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 -4.1808 2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5116 2.9067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1589 2.3715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7988 4.0657 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1078 5.0168 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.6808 1.2976 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8206 3.8578 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.4679 3.3226 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 -5.8280 1.6284 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 P 0 0 0 0 0 0 0 0 0 0 0 0 -6.0860 5.2247 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.1515 4.6009 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.8062 1.8363 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 13 1 0 0 0 0 2 18 1 0 0 0 0 3 10 2 0 0 0 0 3 13 1 0 0 0 0 4 18 1 0 0 0 0 4 19 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 5 10 1 0 0 0 0 6 11 1 0 0 0 0 6 13 1 0 0 0 0 7 12 2 0 0 0 0 7 14 1 0 0 0 0 8 9 2 0 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 20 1 0 0 0 0 11 21 1 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 15 23 1 0 0 0 0 16 19 1 0 0 0 0 16 24 1 0 0 0 0 17 19 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004463
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	289.06
ALogP	-1.31
MLogP	1.13
XLogP	-2.334
HDA	10
HBD	5
Rotatable Bonds	8
TPSA	162.86
RO5 Violation	0