NPASS drugs

Drug Information

Drug ID:	NPD249
Drug Name:	Adenosine
Molecular Formula:	C10H13N5O4
Canonical SMILES:	OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
Standard InCHI:	"InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1"
Standard InCHIKey:	OIRDTQYFTABQOQ-KQYNXXCUSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD249

Similarity is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	153005
0.1-0.2	57378
0.2-0.3	584
0.3-0.4	373
0.4-0.5	177
0.5-0.6	69
0.6-0.7	106
0.7-0.8	14
0.8-0.85	1
0.85-0.9	0
0.9-0.95	0
0.95-1	10

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC156461
High Similarity	1.0	NPC322476
High Similarity	1.0	NPC107374
High Similarity	1.0	NPC2499
High Similarity	1.0	NPC532382
High Similarity	1.0	NPC584269
High Similarity	1.0	NPC600382
High Similarity	1.0	NPC605359
High Similarity	1.0	NPC609539
High Similarity	1.0	NPC612067
Intermediate Similarity	0.8367	NPC317821
Intermediate Similarity	0.7636	NPC136349
Intermediate Similarity	0.7636	NPC219313
Intermediate Similarity	0.7636	NPC525749
Intermediate Similarity	0.7547	NPC229974
Intermediate Similarity	0.7547	NPC292506
Intermediate Similarity	0.75	NPC514003
Intermediate Similarity	0.75	NPC578663
Intermediate Similarity	0.7368	NPC542450
Intermediate Similarity	0.7321	NPC7092
Intermediate Similarity	0.7119	NPC177964
Intermediate Similarity	0.7	NPC185991
Intermediate Similarity	0.7	NPC321814
Intermediate Similarity	0.7	NPC509277
Intermediate Similarity	0.7	NPC611766
Remote Similarity	0.6909	NPC209525
Remote Similarity	0.6909	NPC236015
Remote Similarity	0.6909	NPC161659
Remote Similarity	0.6909	NPC137784
Remote Similarity	0.6909	NPC567109
Remote Similarity	0.6909	NPC589064
Remote Similarity	0.6909	NPC602314
Remote Similarity	0.6909	NPC609036
Remote Similarity	0.6885	NPC328479
Remote Similarity	0.6885	NPC604652
Remote Similarity	0.6786	NPC260084
Remote Similarity	0.6786	NPC257600
Remote Similarity	0.6786	NPC164665
Remote Similarity	0.6786	NPC490331
Remote Similarity	0.6786	NPC558524
Remote Similarity	0.6786	NPC574345
Remote Similarity	0.6786	NPC609472
Remote Similarity	0.6774	NPC319099
Remote Similarity	0.6721	NPC239737
Remote Similarity	0.6721	NPC165007
Remote Similarity	0.6721	NPC145558
Remote Similarity	0.6721	NPC528862
Remote Similarity	0.6667	NPC324135
Remote Similarity	0.6667	NPC269827
Remote Similarity	0.6667	NPC189068
Remote Similarity	0.6667	NPC325378
Remote Similarity	0.6667	NPC309832
Remote Similarity	0.6667	NPC328662
Remote Similarity	0.6667	NPC602648
Remote Similarity	0.6613	NPC552222
Remote Similarity	0.6613	NPC598126
Remote Similarity	0.6562	NPC324198
Remote Similarity	0.6562	NPC316939
Remote Similarity	0.6562	NPC319558
Remote Similarity	0.6562	NPC326529
Remote Similarity	0.6562	NPC319100
Remote Similarity	0.6562	NPC603572
Remote Similarity	0.6562	NPC607210
Remote Similarity	0.6515	NPC316617
Remote Similarity	0.6508	NPC27600
Remote Similarity	0.6508	NPC261323
Remote Similarity	0.6508	NPC527816
Remote Similarity	0.6508	NPC578146
Remote Similarity	0.65	NPC317808
Remote Similarity	0.6491	NPC206988
Remote Similarity	0.6481	NPC545007
Remote Similarity	0.6462	NPC130586
Remote Similarity	0.6462	NPC317780
Remote Similarity	0.6462	NPC316774
Remote Similarity	0.6462	NPC539967
Remote Similarity	0.6462	NPC602178
Remote Similarity	0.6429	NPC33996
Remote Similarity	0.6429	NPC601515
Remote Similarity	0.6406	NPC525371
Remote Similarity	0.6406	NPC558653
Remote Similarity	0.6393	NPC85689
Remote Similarity	0.6393	NPC499157
Remote Similarity	0.6364	NPC324484
Remote Similarity	0.6364	NPC327314
Remote Similarity	0.6269	NPC320774
Remote Similarity	0.6269	NPC174802
Remote Similarity	0.6269	NPC54152
Remote Similarity	0.6269	NPC320051
Remote Similarity	0.6269	NPC59850
Remote Similarity	0.6269	NPC578991
Remote Similarity	0.625	NPC485738
Remote Similarity	0.625	NPC54320
Remote Similarity	0.625	NPC79321
Remote Similarity	0.625	NPC546842
Remote Similarity	0.6212	NPC40958
Remote Similarity	0.6207	NPC14079
Remote Similarity	0.6176	NPC323090
Remote Similarity	0.6176	NPC325906
Remote Similarity	0.6176	NPC503286
Remote Similarity	0.6176	NPC511513
Remote Similarity	0.6176	NPC563538
Remote Similarity	0.6176	NPC566076
Remote Similarity	0.6176	NPC572672
Remote Similarity	0.6176	NPC599868
Remote Similarity	0.6176	NPC605894
Remote Similarity	0.6176	NPC606116
Remote Similarity	0.6176	NPC606410
Remote Similarity	0.6129	NPC211025
Remote Similarity	0.6119	NPC250178
Remote Similarity	0.6119	NPC504461
Remote Similarity	0.6119	NPC604295
Remote Similarity	0.6102	NPC589892
Remote Similarity	0.6087	NPC316618
Remote Similarity	0.6087	NPC327566
Remote Similarity	0.6087	NPC323091
Remote Similarity	0.6087	NPC320773
Remote Similarity	0.6087	NPC319557
Remote Similarity	0.6087	NPC518734
Remote Similarity	0.6087	NPC552750
Remote Similarity	0.6087	NPC590280
Remote Similarity	0.6071	NPC207633
Remote Similarity	0.6071	NPC517412
Remote Similarity	0.6071	NPC543666
Remote Similarity	0.6066	NPC71439
Remote Similarity	0.6034	NPC512876
Remote Similarity	0.6034	NPC589406
Remote Similarity	0.6034	NPC593061
Remote Similarity	0.6034	NPC604998
Remote Similarity	0.6034	NPC608634
Remote Similarity	0.6	NPC318958
Remote Similarity	0.6	NPC321692
Remote Similarity	0.5968	NPC326964
Remote Similarity	0.5932	NPC265392
Remote Similarity	0.5915	NPC484199
Remote Similarity	0.5909	NPC541250
Remote Similarity	0.5909	NPC570461
Remote Similarity	0.5873	NPC326963
Remote Similarity	0.5867	NPC326685
Remote Similarity	0.5846	NPC212549
Remote Similarity	0.5846	NPC317920
Remote Similarity	0.5833	NPC484196
Remote Similarity	0.5833	NPC535553
Remote Similarity	0.5833	NPC589839
Remote Similarity	0.5833	NPC608983
Remote Similarity	0.5789	NPC326686
Remote Similarity	0.5789	NPC221811
Remote Similarity	0.5789	NPC510232
Remote Similarity	0.5775	NPC102777
Remote Similarity	0.5775	NPC567958
Remote Similarity	0.5775	NPC584312
Remote Similarity	0.5758	NPC164952
Remote Similarity	0.5758	NPC505783
Remote Similarity	0.5753	NPC319273
Remote Similarity	0.5735	NPC132492
Remote Similarity	0.5735	NPC329209
Remote Similarity	0.5714	NPC519006
Remote Similarity	0.5714	NPC605318
Remote Similarity	0.5694	NPC283520
Remote Similarity	0.5672	NPC302778
Remote Similarity	0.5672	NPC329404
Remote Similarity	0.5672	NPC212551
Remote Similarity	0.5672	NPC303729
Remote Similarity	0.5672	NPC66877
Remote Similarity	0.5672	NPC523889
Remote Similarity	0.56	NPC323608
Remote Similarity	0.5571	NPC565216
Remote Similarity	0.5517	NPC320818
Remote Similarity	0.5517	NPC328177
Remote Similarity	0.5493	NPC481375
Remote Similarity	0.5469	NPC490907
Remote Similarity	0.5455	NPC323828
Remote Similarity	0.5455	NPC493952
Remote Similarity	0.5443	NPC321481
Remote Similarity	0.5443	NPC528581
Remote Similarity	0.5443	NPC554056
Remote Similarity	0.541	NPC321052
Remote Similarity	0.5385	NPC497909
Remote Similarity	0.5385	NPC542905
Remote Similarity	0.5385	NPC575358
Remote Similarity	0.5373	NPC121222
Remote Similarity	0.5362	NPC195140
Remote Similarity	0.5352	NPC329408
Remote Similarity	0.5352	NPC584589
Remote Similarity	0.5342	NPC319651
Remote Similarity	0.5333	NPC311197
Remote Similarity	0.5325	NPC512727
Remote Similarity	0.5325	NPC517687
Remote Similarity	0.5323	NPC604250
Remote Similarity	0.527	NPC327586
Remote Similarity	0.527	NPC328345
Remote Similarity	0.525	NPC326465
Remote Similarity	0.5205	NPC328660
Remote Similarity	0.5205	NPC325191
Remote Similarity	0.5156	NPC551265
Remote Similarity	0.5143	NPC323306
Remote Similarity	0.5135	NPC545290
Remote Similarity	0.5135	NPC583740
Remote Similarity	0.5135	NPC607463
Remote Similarity	0.5122	NPC322784
Remote Similarity	0.5122	NPC327692

Drug Structure

NPD249 OpenBabel08201723122D 24 26 0 0 1 0 0 0 0 0999 V2000 -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 -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 5.5921 0.4523 0.0000 H 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 16 1 0 0 0 0 2 12 2 0 0 0 0 2 13 1 0 0 0 0 3 14 2 0 0 0 0 3 15 1 0 0 0 0 4 1 1 6 0 0 0 4 6 1 0 0 0 0 4 19 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 17 1 1 0 0 0 7 10 1 0 0 0 0 7 18 1 1 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 15 1 6 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 11 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000223
DrugBank	DB00640
ChEMBL	CHEMBL477
IUPHAR/BPS	2844
PharmaGKB	PA448049
KEGG Drug	D00045
PubChem CID	60961
ChEBI	16335
CAS Number	58-61-7

Drug Properties

Molecular Weight	267.1
ALogP	-2.2791
MLogP	1.57
XLogP	-1.809
HDA	9
HBD	4
Rotatable Bonds	6
TPSA	139.54
RO5 Violation	0