NPASS drugs

Drug Information

Drug ID:	NPD252
Drug Name:
Molecular Formula:	C10H13N5O5
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1[nH]c(=N)nc2O
Standard InCHI:	InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
Standard InCHIKey:	NYHBQMYGNKIUIF-UUOKFMHZSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD252

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	411
0.1-0.2	19980
0.2-0.3	7281
0.3-0.4	2685
0.4-0.5	316
0.5-0.6	115
0.6-0.7	28
0.7-0.8	42
0.8-0.85	13
0.85-0.9	3
0.9-0.95	12
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	1.0	NPC61198
High Similarity	0.9919	NPC262926
High Similarity	0.968	NPC319221
High Similarity	0.96	NPC324009
High Similarity	0.9466	NPC251233
High Similarity	0.9466	NPC211820
High Similarity	0.9462	NPC186619
High Similarity	0.9394	NPC89147
High Similarity	0.9394	NPC177169
High Similarity	0.9394	NPC274384
High Similarity	0.9323	NPC64705
High Similarity	0.9323	NPC232408
High Similarity	0.9318	NPC318590
High Similarity	0.9248	NPC317746
High Similarity	0.9225	NPC320818
High Similarity	0.9084	NPC30326
High Similarity	0.879	NPC327579
High Similarity	0.8676	NPC315642
High Similarity	0.8676	NPC74306
Intermediate Similarity	0.8435	NPC14590
Intermediate Similarity	0.8286	NPC21448
Intermediate Similarity	0.8286	NPC107374
Intermediate Similarity	0.8286	NPC156461
Intermediate Similarity	0.8227	NPC164665
Intermediate Similarity	0.8227	NPC189068
Intermediate Similarity	0.8169	NPC219313
Intermediate Similarity	0.8169	NPC309832
Intermediate Similarity	0.8169	NPC269827
Intermediate Similarity	0.8143	NPC229974
Intermediate Similarity	0.8014	NPC321052
Intermediate Similarity	0.8	NPC161659
Intermediate Similarity	0.8	NPC209525
Intermediate Similarity	0.7945	NPC185991
Intermediate Similarity	0.7945	NPC211025
Intermediate Similarity	0.7945	NPC85689
Intermediate Similarity	0.7919	NPC54320
Intermediate Similarity	0.7919	NPC313754
Intermediate Similarity	0.7919	NPC311197
Intermediate Similarity	0.7891	NPC321814
Intermediate Similarity	0.7891	NPC472816
Intermediate Similarity	0.7887	NPC314152
Intermediate Similarity	0.7872	NPC317821
Intermediate Similarity	0.7852	NPC52238
Intermediate Similarity	0.7838	NPC212551
Intermediate Similarity	0.7838	NPC130586
Intermediate Similarity	0.7838	NPC302778
Intermediate Similarity	0.7838	NPC164952
Intermediate Similarity	0.78	NPC239737
Intermediate Similarity	0.7785	NPC174802
Intermediate Similarity	0.7755	NPC150853
Intermediate Similarity	0.7755	NPC326694
Intermediate Similarity	0.774	NPC121222
Intermediate Similarity	0.7733	NPC224076
Intermediate Similarity	0.7682	NPC316618
Intermediate Similarity	0.7682	NPC226245
Intermediate Similarity	0.7651	NPC207633
Intermediate Similarity	0.7584	NPC161224
Intermediate Similarity	0.7564	NPC261595
Intermediate Similarity	0.7552	NPC129756
Intermediate Similarity	0.7516	NPC321458
Intermediate Similarity	0.7516	NPC324033
Intermediate Similarity	0.745	NPC136349
Intermediate Similarity	0.7436	NPC323091
Intermediate Similarity	0.7303	NPC328479
Intermediate Similarity	0.7273	NPC313547
Intermediate Similarity	0.7241	NPC33996
Intermediate Similarity	0.7179	NPC195140
Intermediate Similarity	0.7134	NPC189261
Intermediate Similarity	0.7109	NPC59314
Intermediate Similarity	0.7073	NPC326529
Intermediate Similarity	0.703	NPC324198
Intermediate Similarity	0.703	NPC319100
Intermediate Similarity	0.7006	NPC93365
Intermediate Similarity	0.7	NPC119133
Remote Similarity	0.6957	NPC324484
Remote Similarity	0.694	NPC41958
Remote Similarity	0.6933	NPC326082
Remote Similarity	0.6933	NPC290959
Remote Similarity	0.6914	NPC325906
Remote Similarity	0.6875	NPC293163
Remote Similarity	0.6867	NPC313897
Remote Similarity	0.6718	NPC10466
Remote Similarity	0.6715	NPC63433
Remote Similarity	0.6667	NPC313514
Remote Similarity	0.6589	NPC320256
Remote Similarity	0.6587	NPC222174
Remote Similarity	0.6494	NPC24589
Remote Similarity	0.6477	NPC282458
Remote Similarity	0.6477	NPC78941
Remote Similarity	0.6463	NPC321393
Remote Similarity	0.6407	NPC33382
Remote Similarity	0.6369	NPC125659
Remote Similarity	0.6369	NPC168702
Remote Similarity	0.6268	NPC240084
Remote Similarity	0.6216	NPC180462
Remote Similarity	0.617	NPC157821
Remote Similarity	0.615	NPC276373
Remote Similarity	0.6117	NPC5802
Remote Similarity	0.6101	NPC174020
Remote Similarity	0.6061	NPC250178
Remote Similarity	0.6014	NPC109322
Remote Similarity	0.6013	NPC57279
Remote Similarity	0.5964	NPC60537
Remote Similarity	0.5962	NPC470141
Remote Similarity	0.5916	NPC103388
Remote Similarity	0.5912	NPC476561
Remote Similarity	0.5894	NPC144223
Remote Similarity	0.5886	NPC210947
Remote Similarity	0.5882	NPC287876
Remote Similarity	0.5867	NPC248007
Remote Similarity	0.5865	NPC51000
Remote Similarity	0.5849	NPC185903
Remote Similarity	0.5844	NPC470138
Remote Similarity	0.5833	NPC327613
Remote Similarity	0.5817	NPC14330
Remote Similarity	0.5796	NPC470140
Remote Similarity	0.5786	NPC470139
Remote Similarity	0.5779	NPC246193
Remote Similarity	0.5777	NPC107160
Remote Similarity	0.5776	NPC8590
Remote Similarity	0.5769	NPC21461
Remote Similarity	0.5767	NPC327477
Remote Similarity	0.5762	NPC180493
Remote Similarity	0.575	NPC286696
Remote Similarity	0.5742	NPC235501
Remote Similarity	0.5734	NPC47936
Remote Similarity	0.5732	NPC126634
Remote Similarity	0.5714	NPC278549
Remote Similarity	0.5714	NPC476099
Remote Similarity	0.5683	NPC273327
Remote Similarity	0.5677	NPC104011
Remote Similarity	0.5667	NPC139776
Remote Similarity	0.5667	NPC470142
Remote Similarity	0.566	NPC237812
Remote Similarity	0.566	NPC18223
Remote Similarity	0.5649	NPC328806
Remote Similarity	0.5641	NPC25465
Remote Similarity	0.5619	NPC160666
Remote Similarity	0.5613	NPC158055
Remote Similarity	0.5603	NPC476562

Drug Structure

NPD252 OpenBabel08201723122D 26 28 0 0 1 0 0 0 0 0999 V2000 5.5237 0.0909 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0685 -2.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8546 -0.6522 0.0000 C 0 0 2 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 5.0625 -1.6303 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.1965 -2.1303 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 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 3.4533 -1.4612 0.0000 C 0 0 2 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 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 2.4752 -1.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.5019 -0.1170 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9761 -2.0371 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0920 -3.1249 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 3.8601 -0.5477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.1710 0.6262 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.7851 -1.4493 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.1784 -3.5316 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 12 2 0 0 0 0 2 15 1 0 0 0 0 3 1 1 6 0 0 0 3 5 1 0 0 0 0 3 20 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 4 12 1 0 0 0 0 5 6 1 0 0 0 0 5 17 1 1 0 0 0 6 9 1 0 0 0 0 6 18 1 1 0 0 0 7 13 1 0 0 0 0 7 15 1 0 0 0 0 8 14 2 0 0 0 0 8 19 1 0 0 0 0 9 15 1 6 0 0 0 9 20 1 0 0 0 0 10 11 2 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 11 21 1 0 0 0 0 13 22 1 0 0 0 0 16 23 1 0 0 0 0 17 24 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC002557
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6802
ChEBI
CAS Number

Drug Properties

Molecular Weight	283.09
ALogP	-2.2152
MLogP	1.46
XLogP	-1.643
HDA	10
HBD	6
Rotatable Bonds	6
TPSA	156.21
RO5 Violation	1