NPASS drugs

Drug Information

Drug ID:	NPD193
Drug Name:	lodenosine
Molecular Formula:	C10H12FN5O2
Canonical SMILES:	OC[C@@H]1C[C@@H]([C@@H](O1)n1cnc2c1ncnc2N)F
Standard InCHI:	InChI=1S/C10H12FN5O2/c11-6-1-5(2-17)18-10(6)16-4-15-7-8(12)13-3-14-9(7)16/h3-6,10,17H,1-2H2,(H2,12,13,14)/t5-,6-,10+/m0/s1
Standard InCHIKey:	KBEMFSMODRNJHE-JFWOZONXSA-N
Max Developmental Stage:	Suspended
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD193

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	436
0.1-0.2	23209
0.2-0.3	4217
0.3-0.4	2411
0.4-0.5	416
0.5-0.6	69
0.6-0.7	45
0.7-0.8	40
0.8-0.85	12
0.85-0.9	17
0.9-0.95	14
0.95-1	4

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	0.9692	NPC209525
High Similarity	0.9692	NPC161659
High Similarity	0.9545	NPC314152
High Similarity	0.9545	NPC229974
High Similarity	0.9403	NPC156461
High Similarity	0.9403	NPC107374
High Similarity	0.9403	NPC21448
High Similarity	0.9333	NPC189068
High Similarity	0.9333	NPC164665
High Similarity	0.9265	NPC219313
High Similarity	0.9265	NPC309832
High Similarity	0.9265	NPC269827
High Similarity	0.9248	NPC317821
High Similarity	0.9197	NPC121222
High Similarity	0.9	NPC211025
High Similarity	0.9	NPC161224
High Similarity	0.9	NPC185991
High Similarity	0.9	NPC85689
High Similarity	0.8936	NPC321814
High Similarity	0.8936	NPC472816
High Similarity	0.8889	NPC129756
High Similarity	0.8873	NPC130586
High Similarity	0.8873	NPC302778
High Similarity	0.8873	NPC212551
High Similarity	0.8873	NPC164952
High Similarity	0.8811	NPC174802
High Similarity	0.875	NPC224076
High Similarity	0.8723	NPC136349
High Similarity	0.869	NPC239737
High Similarity	0.869	NPC226245
High Similarity	0.869	NPC316618
High Similarity	0.8676	NPC33996
High Similarity	0.8671	NPC207633
High Similarity	0.8542	NPC328479
High Similarity	0.8531	NPC150853
Intermediate Similarity	0.8493	NPC52238
Intermediate Similarity	0.8435	NPC313754
Intermediate Similarity	0.8435	NPC54320
Intermediate Similarity	0.8435	NPC311197
Intermediate Similarity	0.84	NPC323091
Intermediate Similarity	0.8261	NPC320818
Intermediate Similarity	0.8255	NPC195140
Intermediate Similarity	0.8182	NPC326082
Intermediate Similarity	0.8067	NPC93365
Intermediate Similarity	0.8052	NPC261595
Intermediate Similarity	0.8	NPC324033
Intermediate Similarity	0.8	NPC321458
Intermediate Similarity	0.7987	NPC324484
Intermediate Similarity	0.7975	NPC326529
Intermediate Similarity	0.7949	NPC290959
Intermediate Similarity	0.7935	NPC325906
Intermediate Similarity	0.7925	NPC189261
Intermediate Similarity	0.7925	NPC319100
Intermediate Similarity	0.7925	NPC324198
Intermediate Similarity	0.7801	NPC262926
Intermediate Similarity	0.7746	NPC61198
Intermediate Similarity	0.7566	NPC321052
Intermediate Similarity	0.7535	NPC324009
Intermediate Similarity	0.7531	NPC313897
Intermediate Similarity	0.7517	NPC30326
Intermediate Similarity	0.7483	NPC186619
Intermediate Similarity	0.7483	NPC319221
Intermediate Similarity	0.745	NPC274384
Intermediate Similarity	0.745	NPC89147
Intermediate Similarity	0.7383	NPC211820
Intermediate Similarity	0.7383	NPC318590
Intermediate Similarity	0.7383	NPC251233
Intermediate Similarity	0.7333	NPC317746
Intermediate Similarity	0.7333	NPC177169
Intermediate Similarity	0.7321	NPC24589
Intermediate Similarity	0.7315	NPC74306
Intermediate Similarity	0.7315	NPC315642
Intermediate Similarity	0.7294	NPC78941
Intermediate Similarity	0.7294	NPC282458
Intermediate Similarity	0.7285	NPC64705
Intermediate Similarity	0.7285	NPC232408
Intermediate Similarity	0.7231	NPC476564
Intermediate Similarity	0.7208	NPC326694
Intermediate Similarity	0.7172	NPC57279
Intermediate Similarity	0.7132	NPC174114
Intermediate Similarity	0.7132	NPC87981
Intermediate Similarity	0.7093	NPC313514
Intermediate Similarity	0.7055	NPC33382
Intermediate Similarity	0.7034	NPC104011
Intermediate Similarity	0.7034	NPC246193
Intermediate Similarity	0.7012	NPC168702
Intermediate Similarity	0.7012	NPC125659
Remote Similarity	0.6963	NPC4837
Remote Similarity	0.6963	NPC312187
Remote Similarity	0.6928	NPC222174
Remote Similarity	0.6871	NPC14590
Remote Similarity	0.6813	NPC276373
Remote Similarity	0.681	NPC321393
Remote Similarity	0.6809	NPC327579
Remote Similarity	0.6776	NPC5802
Remote Similarity	0.6739	NPC157821
Remote Similarity	0.6716	NPC18335
Remote Similarity	0.669	NPC248007
Remote Similarity	0.6605	NPC472834
Remote Similarity	0.6483	NPC139776
Remote Similarity	0.6467	NPC287876
Remote Similarity	0.6434	NPC68938
Remote Similarity	0.6429	NPC250178
Remote Similarity	0.64	NPC14330
Remote Similarity	0.6296	NPC103388
Remote Similarity	0.6289	NPC217656
Remote Similarity	0.6284	NPC109322
Remote Similarity	0.625	NPC89139
Remote Similarity	0.6242	NPC296437
Remote Similarity	0.6207	NPC189314
Remote Similarity	0.6207	NPC107160
Remote Similarity	0.6204	NPC476561
Remote Similarity	0.6203	NPC470266
Remote Similarity	0.6135	NPC244700
Remote Similarity	0.6125	NPC476528
Remote Similarity	0.6125	NPC476433
Remote Similarity	0.6117	NPC21461
Remote Similarity	0.6117	NPC160666
Remote Similarity	0.6087	NPC476013
Remote Similarity	0.6087	NPC476522
Remote Similarity	0.6087	NPC474986
Remote Similarity	0.6087	NPC476520
Remote Similarity	0.6074	NPC476408
Remote Similarity	0.6071	NPC472833
Remote Similarity	0.6049	NPC476521
Remote Similarity	0.6044	NPC265111
Remote Similarity	0.6029	NPC158055
Remote Similarity	0.6011	NPC164845
Remote Similarity	0.6	NPC473585
Remote Similarity	0.6	NPC313547
Remote Similarity	0.6	NPC476099
Remote Similarity	0.6	NPC5707
Remote Similarity	0.5965	NPC472832
Remote Similarity	0.5965	NPC18308
Remote Similarity	0.5921	NPC180493
Remote Similarity	0.5887	NPC476562
Remote Similarity	0.5844	NPC180462
Remote Similarity	0.5822	NPC256849
Remote Similarity	0.5793	NPC47936
Remote Similarity	0.5734	NPC119133
Remote Similarity	0.5714	NPC303899
Remote Similarity	0.5663	NPC174020
Remote Similarity	0.5644	NPC210947
Remote Similarity	0.5629	NPC197068
Remote Similarity	0.5629	NPC327477
Remote Similarity	0.5617	NPC470141
Remote Similarity	0.5603	NPC293163

Drug Structure

NPD193 OpenBabel08201723122D 21 23 0 0 1 0 0 0 0 0999 V2000 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3305 2.6303 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 0.8660 0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.3305 0.6303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1965 1.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4644 1.1303 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8364 2.4487 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.0625 0.6303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.1965 2.1303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4644 2.1303 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.1226 -0.3478 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7213 0.4612 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.8841 -0.9013 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 -5.9285 1.1303 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.0625 -0.3697 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.7976 -1.3080 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 5 1 0 0 0 0 1 6 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 2 1 1 0 0 0 5 18 1 0 0 0 0 6 10 1 0 0 0 0 6 11 1 1 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 7 15 1 0 0 0 0 8 12 1 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 9 16 1 0 0 0 0 10 16 1 1 0 0 0 10 18 1 0 0 0 0 12 19 1 0 0 0 0 12 20 1 0 0 0 0 17 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB011572
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	253.10
ALogP	-1.1164
MLogP	1.68
XLogP	-0.463
HDA	7
HBD	2
Rotatable Bonds	5
TPSA	99.08
RO5 Violation	0