NPASS drugs

Drug Information

Drug ID:	NPD338
Drug Name:
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)/p-4/t4-,6-,7-,10-/m1/s1"
Standard InCHIKey:	ZKHQWZAMYRWXGA-KQYNXXCUSA-J
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD338

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	128203
0.1-0.2	82402
0.2-0.3	357
0.3-0.4	384
0.4-0.5	201
0.5-0.6	106
0.6-0.7	58
0.7-0.8	12
0.8-0.85	0
0.85-0.9	3
0.9-0.95	0
0.95-1	3

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	NPC319558
High Similarity	0.9833	NPC325378
High Similarity	0.9667	NPC319099
High Similarity	0.8852	NPC177964
High Similarity	0.8788	NPC323090
High Similarity	0.8657	NPC319557
Intermediate Similarity	0.7733	NPC326685
Intermediate Similarity	0.7619	NPC136349
Intermediate Similarity	0.7619	NPC219313
Intermediate Similarity	0.7619	NPC525749
Intermediate Similarity	0.7571	NPC316617
Intermediate Similarity	0.7313	NPC185991
Intermediate Similarity	0.7313	NPC321814
Intermediate Similarity	0.7313	NPC509277
Intermediate Similarity	0.7313	NPC611766
Intermediate Similarity	0.7286	NPC325420
Intermediate Similarity	0.7143	NPC323306
Intermediate Similarity	0.7121	NPC542450
Remote Similarity	0.697	NPC578663
Remote Similarity	0.6957	NPC328479
Remote Similarity	0.6957	NPC604652
Remote Similarity	0.6944	NPC327314
Remote Similarity	0.6901	NPC324198
Remote Similarity	0.6901	NPC316939
Remote Similarity	0.6901	NPC326529
Remote Similarity	0.6901	NPC319100
Remote Similarity	0.6901	NPC603572
Remote Similarity	0.6901	NPC607210
Remote Similarity	0.6829	NPC327692
Remote Similarity	0.6806	NPC130586
Remote Similarity	0.6806	NPC317780
Remote Similarity	0.6806	NPC539967
Remote Similarity	0.6806	NPC602178
Remote Similarity	0.6774	NPC317821
Remote Similarity	0.6744	NPC318237
Remote Similarity	0.6714	NPC212549
Remote Similarity	0.6714	NPC317920
Remote Similarity	0.6712	NPC324484
Remote Similarity	0.6667	NPC327566
Remote Similarity	0.6667	NPC552750
Remote Similarity	0.6667	NPC590280
Remote Similarity	0.6622	NPC174802
Remote Similarity	0.6622	NPC54152
Remote Similarity	0.6622	NPC59850
Remote Similarity	0.6622	NPC578991
Remote Similarity	0.6575	NPC316774
Remote Similarity	0.6562	NPC156461
Remote Similarity	0.6562	NPC322476
Remote Similarity	0.6562	NPC107374
Remote Similarity	0.6562	NPC2499
Remote Similarity	0.6562	NPC532382
Remote Similarity	0.6562	NPC584269
Remote Similarity	0.6562	NPC600382
Remote Similarity	0.6562	NPC605359
Remote Similarity	0.6562	NPC609539
Remote Similarity	0.6562	NPC612067
Remote Similarity	0.6533	NPC503286
Remote Similarity	0.6533	NPC566076
Remote Similarity	0.6533	NPC572672
Remote Similarity	0.6533	NPC605894
Remote Similarity	0.6533	NPC606410
Remote Similarity	0.6517	NPC318673
Remote Similarity	0.6471	NPC514003
Remote Similarity	0.6447	NPC316618
Remote Similarity	0.6447	NPC323091
Remote Similarity	0.6447	NPC518734
Remote Similarity	0.6364	NPC321692
Remote Similarity	0.6338	NPC323828
Remote Similarity	0.6329	NPC323630
Remote Similarity	0.6282	NPC484199
Remote Similarity	0.6222	NPC326014
Remote Similarity	0.6216	NPC327191
Remote Similarity	0.6203	NPC484196
Remote Similarity	0.6173	NPC323608
Remote Similarity	0.6145	NPC322264
Remote Similarity	0.6143	NPC317808
Remote Similarity	0.5957	NPC549773
Remote Similarity	0.5957	NPC557730
Remote Similarity	0.5957	NPC611055
Remote Similarity	0.5952	NPC575358
Remote Similarity	0.5949	NPC319651
Remote Similarity	0.5765	NPC326686
Remote Similarity	0.5765	NPC221811
Remote Similarity	0.5765	NPC510232
Remote Similarity	0.5658	NPC324135
Remote Similarity	0.5658	NPC328662
Remote Similarity	0.5632	NPC326465
Remote Similarity	0.5632	NPC321481
Remote Similarity	0.5632	NPC528581
Remote Similarity	0.5632	NPC554056
Remote Similarity	0.5618	NPC327693
Remote Similarity	0.5612	NPC287280
Remote Similarity	0.5612	NPC97951
Remote Similarity	0.5584	NPC195140
Remote Similarity	0.5579	NPC323934
Remote Similarity	0.557	NPC320774
Remote Similarity	0.5556	NPC515470
Remote Similarity	0.5507	NPC229974
Remote Similarity	0.5507	NPC292506
Remote Similarity	0.5506	NPC322784
Remote Similarity	0.55	NPC71034
Remote Similarity	0.5479	NPC326964
Remote Similarity	0.5455	NPC302778
Remote Similarity	0.5455	NPC329404
Remote Similarity	0.5455	NPC212551
Remote Similarity	0.5455	NPC303729
Remote Similarity	0.5455	NPC66877
Remote Similarity	0.5455	NPC523889
Remote Similarity	0.5444	NPC324088
Remote Similarity	0.5432	NPC320773
Remote Similarity	0.5422	NPC565915
Remote Similarity	0.5421	NPC327872
Remote Similarity	0.5408	NPC319299
Remote Similarity	0.5408	NPC320686
Remote Similarity	0.5405	NPC318122
Remote Similarity	0.5375	NPC320051
Remote Similarity	0.5357	NPC278925
Remote Similarity	0.5325	NPC472816
Remote Similarity	0.5325	NPC164952
Remote Similarity	0.5325	NPC505783
Remote Similarity	0.5325	NPC517016
Remote Similarity	0.5325	NPC574893
Remote Similarity	0.5325	NPC581344
Remote Similarity	0.5325	NPC600171
Remote Similarity	0.5319	NPC218635
Remote Similarity	0.5309	NPC325906
Remote Similarity	0.5309	NPC511513
Remote Similarity	0.5309	NPC599868
Remote Similarity	0.53	NPC317850
Remote Similarity	0.5263	NPC573808
Remote Similarity	0.5258	NPC321427
Remote Similarity	0.5248	NPC326947
Remote Similarity	0.5213	NPC21461
Remote Similarity	0.5213	NPC324795
Remote Similarity	0.5211	NPC206988
Remote Similarity	0.5208	NPC320629
Remote Similarity	0.52	NPC85689
Remote Similarity	0.52	NPC499157
Remote Similarity	0.5196	NPC320265
Remote Similarity	0.5196	NPC316497
Remote Similarity	0.5196	NPC323289
Remote Similarity	0.5196	NPC320432
Remote Similarity	0.5196	NPC322386
Remote Similarity	0.5196	NPC326243
Remote Similarity	0.5195	NPC121222
Remote Similarity	0.5185	NPC565216
Remote Similarity	0.5181	NPC318958
Remote Similarity	0.5146	NPC319683
Remote Similarity	0.5146	NPC327433
Remote Similarity	0.5146	NPC326023
Remote Similarity	0.5146	NPC318551
Remote Similarity	0.5122	NPC563538
Remote Similarity	0.5122	NPC606116
Remote Similarity	0.5116	NPC323629
Remote Similarity	0.5116	NPC551964
Remote Similarity	0.5104	NPC591768
Remote Similarity	0.51	NPC323228
Remote Similarity	0.51	NPC152493
Remote Similarity	0.5096	NPC322718
Remote Similarity	0.5096	NPC329229
Remote Similarity	0.5096	NPC322610
Remote Similarity	0.507	NPC209525
Remote Similarity	0.507	NPC236015
Remote Similarity	0.507	NPC161659
Remote Similarity	0.507	NPC137784
Remote Similarity	0.507	NPC567109
Remote Similarity	0.507	NPC602314
Remote Similarity	0.5068	NPC559744
Remote Similarity	0.5067	NPC328780
Remote Similarity	0.506	NPC328660
Remote Similarity	0.5056	NPC318599
Remote Similarity	0.5052	NPC276985
Remote Similarity	0.5052	NPC570735
Remote Similarity	0.5052	NPC604859
Remote Similarity	0.5048	NPC319886
Remote Similarity	0.5048	NPC329390
Remote Similarity	0.5048	NPC325908
Remote Similarity	0.5048	NPC325120
Remote Similarity	0.5048	NPC319672
Remote Similarity	0.5048	NPC320647
Remote Similarity	0.5048	NPC328097
Remote Similarity	0.5048	NPC326208

Drug Structure

NPD338 OpenBabel08201723122D 35 37 0 0 1 0 0 0 0 0999 V2000 -2.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1694 1.3283 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9784 -1.9750 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7321 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -7.7874 -0.5738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8366 -1.9945 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.8147 -2.2024 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -8.4565 0.1694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8092 -0.3659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3147 -1.3364 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -9.4347 -0.0385 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -8.1475 1.1204 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.5002 0.5852 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.8919 -1.5683 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.3092 -1.2319 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.0934 -2.6637 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.2215 -3.1160 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 O 0 5 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 -3.0000 -2.0000 0.0000 O 0 5 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 -0.0000 -3.0000 0.0000 O 0 5 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 -2.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6456 -0.5933 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 -2.0000 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 0.0000 -2.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 -10.1038 0.7046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -9.7437 -0.9896 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3013 -3.6418 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2160 -3.2205 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 19 29 1 0 0 0 0 20 29 2 0 0 0 0 21 30 1 0 0 0 0 22 30 2 0 0 0 0 23 31 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 CHG 4 18 -1 19 -1 21 -1 23 -1 M END $$$$

External Identifiers

TTD	DAP000474
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5461108
ChEBI
CAS Number

Drug Properties

Molecular Weight	502.96
ALogP	-5.4857
MLogP	0.25
XLogP	-5.925
HDA	18
HBD	3
Rotatable Bonds	15
TPSA	319.88
RO5 Violation	1