NPASS drugs

Drug Information

Drug ID:	NPD339
Drug Name:	Adenosine triphosphate
Molecular Formula:	C10H16N5O13P3
Canonical SMILES:	O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
Standard InCHI:	"InChI=1S/C10H16N5O13P3/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(26-10)1-25-30(21,22)28-31(23,24)27-29(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1"
Standard InCHIKey:	ZKHQWZAMYRWXGA-KQYNXXCUSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	DrugBank

Structural Similarity Between NPASS Natural Products and NPD339

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	143130
0.1-0.2	67400
0.2-0.3	366
0.3-0.4	284
0.4-0.5	355
0.5-0.6	94
0.6-0.7	60
0.7-0.8	20
0.8-0.85	7
0.85-0.9	1
0.9-0.95	9
0.95-1	7

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	NPC174802
High Similarity	1.0	NPC54152
High Similarity	1.0	NPC59850
High Similarity	1.0	NPC578991
High Similarity	0.9844	NPC503286
High Similarity	0.9844	NPC572672
High Similarity	0.9844	NPC606410
High Similarity	0.9375	NPC130586
High Similarity	0.9375	NPC539967
High Similarity	0.9375	NPC602178
High Similarity	0.9219	NPC324198
High Similarity	0.9219	NPC316939
High Similarity	0.9219	NPC326529
High Similarity	0.9219	NPC319100
High Similarity	0.9219	NPC603572
High Similarity	0.9219	NPC607210
High Similarity	0.8551	NPC323091
Intermediate Similarity	0.8308	NPC185991
Intermediate Similarity	0.8308	NPC321814
Intermediate Similarity	0.8308	NPC509277
Intermediate Similarity	0.8308	NPC611766
Intermediate Similarity	0.8235	NPC317780
Intermediate Similarity	0.8116	NPC327314
Intermediate Similarity	0.8028	NPC327566
Intermediate Similarity	0.7778	NPC552750
Intermediate Similarity	0.7778	NPC590280
Intermediate Similarity	0.7632	NPC323608
Intermediate Similarity	0.7564	NPC326686
Intermediate Similarity	0.7564	NPC221811
Intermediate Similarity	0.7564	NPC510232
Intermediate Similarity	0.7564	NPC575358
Intermediate Similarity	0.7397	NPC161224
Intermediate Similarity	0.7397	NPC481375
Intermediate Similarity	0.7375	NPC321481
Intermediate Similarity	0.7375	NPC528581
Intermediate Similarity	0.7375	NPC554056
Intermediate Similarity	0.7361	NPC321458
Intermediate Similarity	0.7297	NPC316618
Intermediate Similarity	0.7297	NPC518734
Intermediate Similarity	0.7273	NPC136349
Intermediate Similarity	0.7273	NPC219313
Intermediate Similarity	0.7273	NPC525749
Intermediate Similarity	0.716	NPC319129
Intermediate Similarity	0.7101	NPC177964
Remote Similarity	0.6892	NPC323304
Remote Similarity	0.6842	NPC319557
Remote Similarity	0.6806	NPC319099
Remote Similarity	0.6782	NPC21461
Remote Similarity	0.6782	NPC324795
Remote Similarity	0.6747	NPC326465
Remote Similarity	0.6712	NPC325378
Remote Similarity	0.6712	NPC324033
Remote Similarity	0.6707	NPC318599
Remote Similarity	0.6705	NPC218635
Remote Similarity	0.6667	NPC328479
Remote Similarity	0.6667	NPC578663
Remote Similarity	0.6667	NPC604652
Remote Similarity	0.6629	NPC573808
Remote Similarity	0.6629	NPC591768
Remote Similarity	0.6622	NPC319558
Remote Similarity	0.6588	NPC322784
Remote Similarity	0.6571	NPC542450
Remote Similarity	0.6556	NPC276985
Remote Similarity	0.6556	NPC570735
Remote Similarity	0.6556	NPC604859
Remote Similarity	0.6538	NPC321692
Remote Similarity	0.6533	NPC316774
Remote Similarity	0.6512	NPC327693
Remote Similarity	0.6484	NPC326951
Remote Similarity	0.6484	NPC90902
Remote Similarity	0.6447	NPC324484
Remote Similarity	0.641	NPC512195
Remote Similarity	0.6375	NPC491575
Remote Similarity	0.6364	NPC316617
Remote Similarity	0.6282	NPC323090
Remote Similarity	0.6282	NPC566076
Remote Similarity	0.6282	NPC605894
Remote Similarity	0.6269	NPC156461
Remote Similarity	0.6269	NPC322476
Remote Similarity	0.6269	NPC107374
Remote Similarity	0.6269	NPC2499
Remote Similarity	0.6269	NPC532382
Remote Similarity	0.6269	NPC584269
Remote Similarity	0.6269	NPC600382
Remote Similarity	0.6269	NPC605359
Remote Similarity	0.6269	NPC609539
Remote Similarity	0.6269	NPC612067
Remote Similarity	0.6267	NPC302778
Remote Similarity	0.6267	NPC329404
Remote Similarity	0.6267	NPC212551
Remote Similarity	0.6267	NPC303729
Remote Similarity	0.6267	NPC66877
Remote Similarity	0.6267	NPC523889
Remote Similarity	0.6235	NPC322265
Remote Similarity	0.6212	NPC317821
Remote Similarity	0.6203	NPC325191
Remote Similarity	0.6173	NPC484196
Remote Similarity	0.6133	NPC164952
Remote Similarity	0.6133	NPC505783
Remote Similarity	0.6125	NPC515470
Remote Similarity	0.6071	NPC326082
Remote Similarity	0.6049	NPC484199
Remote Similarity	0.6022	NPC320629
Remote Similarity	0.6	NPC121222
Remote Similarity	0.5976	NPC565915
Remote Similarity	0.5972	NPC514003
Remote Similarity	0.5904	NPC278925
Remote Similarity	0.59	NPC556844
Remote Similarity	0.5833	NPC323629
Remote Similarity	0.5833	NPC551964
Remote Similarity	0.5825	NPC158055
Remote Similarity	0.5811	NPC261595
Remote Similarity	0.5811	NPC85689
Remote Similarity	0.5811	NPC499157
Remote Similarity	0.5802	NPC605640
Remote Similarity	0.5789	NPC322489
Remote Similarity	0.5778	NPC324088
Remote Similarity	0.5773	NPC549773
Remote Similarity	0.5773	NPC557730
Remote Similarity	0.5773	NPC611055
Remote Similarity	0.575	NPC329408
Remote Similarity	0.5673	NPC540048
Remote Similarity	0.5673	NPC607361
Remote Similarity	0.5632	NPC326685
Remote Similarity	0.561	NPC328660
Remote Similarity	0.56	NPC211025
Remote Similarity	0.56	NPC287280
Remote Similarity	0.56	NPC97951
Remote Similarity	0.5577	NPC247668
Remote Similarity	0.557	NPC195140
Remote Similarity	0.5556	NPC320774
Remote Similarity	0.5556	NPC565216
Remote Similarity	0.5541	NPC71439
Remote Similarity	0.5529	NPC319652
Remote Similarity	0.5529	NPC525974
Remote Similarity	0.5513	NPC472816
Remote Similarity	0.5513	NPC517016
Remote Similarity	0.5513	NPC574893
Remote Similarity	0.5513	NPC581344
Remote Similarity	0.5513	NPC600171
Remote Similarity	0.549	NPC71034
Remote Similarity	0.549	NPC497784
Remote Similarity	0.5476	NPC327586
Remote Similarity	0.5476	NPC328345
Remote Similarity	0.5476	NPC327503
Remote Similarity	0.5432	NPC318064
Remote Similarity	0.5422	NPC320773
Remote Similarity	0.5412	NPC327403
Remote Similarity	0.5408	NPC601274
Remote Similarity	0.5395	NPC326963
Remote Similarity	0.5385	NPC212549
Remote Similarity	0.5385	NPC317920
Remote Similarity	0.5364	NPC327871
Remote Similarity	0.5354	NPC189261
Remote Similarity	0.5349	NPC318514
Remote Similarity	0.5326	NPC327692
Remote Similarity	0.53	NPC19024
Remote Similarity	0.53	NPC516916
Remote Similarity	0.53	NPC520234
Remote Similarity	0.53	NPC608076
Remote Similarity	0.53	NPC611977
Remote Similarity	0.5294	NPC64705
Remote Similarity	0.5278	NPC229974
Remote Similarity	0.5278	NPC292506
Remote Similarity	0.5256	NPC560742
Remote Similarity	0.525	NPC324135
Remote Similarity	0.525	NPC328662
Remote Similarity	0.5248	NPC117683
Remote Similarity	0.5227	NPC327950
Remote Similarity	0.5227	NPC326301
Remote Similarity	0.5227	NPC322455
Remote Similarity	0.5172	NPC323630
Remote Similarity	0.5169	NPC316805
Remote Similarity	0.5169	NPC319569
Remote Similarity	0.5155	NPC318237
Remote Similarity	0.5152	NPC318673
Remote Similarity	0.5146	NPC320687
Remote Similarity	0.5146	NPC553227
Remote Similarity	0.5128	NPC318121
Remote Similarity	0.5128	NPC73765
Remote Similarity	0.5128	NPC595078
Remote Similarity	0.5119	NPC563538
Remote Similarity	0.5119	NPC606116
Remote Similarity	0.5111	NPC319123
Remote Similarity	0.5096	NPC16850
Remote Similarity	0.5094	NPC323290
Remote Similarity	0.5067	NPC559744
Remote Similarity	0.5065	NPC317808
Remote Similarity	0.5063	NPC323828
Remote Similarity	0.5055	NPC318827
Remote Similarity	0.5055	NPC325785
Remote Similarity	0.5053	NPC328276
Remote Similarity	0.5053	NPC547604
Remote Similarity	0.5051	NPC326014
Remote Similarity	0.5048	NPC315287
Remote Similarity	0.5048	NPC315373
Remote Similarity	0.5047	NPC325273
Remote Similarity	0.5047	NPC319681

Drug Structure

NPD339 OpenBabel08201723122D 39 41 0 0 1 0 0 0 0 0999 V2000 0.5000 -2.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3126 0.8690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7989 -2.0873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -2.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.7989 -0.4692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 -3.6750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0388 -3.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.0068 0.5089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -0.7782 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0388 -2.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.9579 0.8179 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2637 1.1781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1047 -0.1091 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3867 -1.2782 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -1.7782 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7788 -4.6261 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -3.9538 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 0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 -2.0570 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 2.0000 -1.0000 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 2.0000 -2.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -5.1658 1.7961 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7010 0.1488 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4479 -5.3692 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7614 -3.5471 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 -1.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.1340 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.5000 0.8660 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 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 26 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 16 1 1 0 0 0 7 10 1 0 0 0 0 7 17 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 26 1 0 0 0 0 11 32 1 0 0 0 0 11 33 1 0 0 0 0 16 34 1 0 0 0 0 17 35 1 0 0 0 0 18 29 1 0 0 0 0 18 36 1 0 0 0 0 19 29 1 0 0 0 0 19 37 1 0 0 0 0 20 29 2 0 0 0 0 21 30 1 0 0 0 0 21 38 1 0 0 0 0 22 30 2 0 0 0 0 23 31 1 0 0 0 0 23 39 1 0 0 0 0 24 31 2 0 0 0 0 25 30 1 0 0 0 0 27 29 1 0 0 0 0 27 31 1 0 0 0 0 28 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000262; DNC008296; DIB010317
DrugBank	DB00171
ChEMBL	CHEMBL14249
IUPHAR/BPS
PharmaGKB	PA164743471
KEGG Drug	D08646
PubChem CID	5957
ChEBI	15422
CAS Number	56-65-5

Drug Properties

Molecular Weight	507
ALogP	-2.7745
MLogP	0.25
XLogP	-5.925
HDA	18
HBD	7
Rotatable Bonds	15
TPSA	308.56
RO5 Violation	2