NPASS drugs

Drug Information

Drug ID:	NPD283
Drug Name:	Adenosine Phosphate
Molecular Formula:	C10H14N5O7P
Canonical SMILES:	O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)(O)O
Standard InCHI:	"InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1"
Standard InCHIKey:	UDMBCSSLTHHNCD-KQYNXXCUSA-N
Max Developmental Stage:	Phase 4
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD283

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	138882
0.1-0.2	71562
0.2-0.3	466
0.3-0.4	263
0.4-0.5	338
0.5-0.6	89
0.6-0.7	53
0.7-0.8	34
0.8-0.85	17
0.85-0.9	3
0.9-0.95	0
0.95-1	4

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	NPC185991
High Similarity	1.0	NPC321814
High Similarity	1.0	NPC509277
High Similarity	1.0	NPC611766
High Similarity	0.8571	NPC130586
High Similarity	0.8571	NPC539967
High Similarity	0.8571	NPC602178
Intermediate Similarity	0.8308	NPC174802
Intermediate Similarity	0.8308	NPC54152
Intermediate Similarity	0.8308	NPC59850
Intermediate Similarity	0.8308	NPC578991
Intermediate Similarity	0.8182	NPC503286
Intermediate Similarity	0.8182	NPC572672
Intermediate Similarity	0.8182	NPC606410
Intermediate Similarity	0.8136	NPC136349
Intermediate Similarity	0.8136	NPC219313
Intermediate Similarity	0.8136	NPC525749
Intermediate Similarity	0.8125	NPC324198
Intermediate Similarity	0.8125	NPC316939
Intermediate Similarity	0.8125	NPC326529
Intermediate Similarity	0.8125	NPC319100
Intermediate Similarity	0.8125	NPC603572
Intermediate Similarity	0.8125	NPC607210
Intermediate Similarity	0.8	NPC317780
Intermediate Similarity	0.7903	NPC177964
Intermediate Similarity	0.7879	NPC327314
Intermediate Similarity	0.7639	NPC323608
Intermediate Similarity	0.7538	NPC319099
Intermediate Similarity	0.7536	NPC316618
Intermediate Similarity	0.7536	NPC327566
Intermediate Similarity	0.7536	NPC323091
Intermediate Similarity	0.7536	NPC518734
Intermediate Similarity	0.7536	NPC552750
Intermediate Similarity	0.7536	NPC590280
Intermediate Similarity	0.7424	NPC325378
Intermediate Similarity	0.7419	NPC578663
Intermediate Similarity	0.7385	NPC328479
Intermediate Similarity	0.7385	NPC604652
Intermediate Similarity	0.7313	NPC319558
Intermediate Similarity	0.7302	NPC542450
Intermediate Similarity	0.7286	NPC319557
Intermediate Similarity	0.7206	NPC316774
Intermediate Similarity	0.7183	NPC321692
Intermediate Similarity	0.7183	NPC515470
Intermediate Similarity	0.7121	NPC121222
Intermediate Similarity	0.7015	NPC164952
Intermediate Similarity	0.7015	NPC505783
Intermediate Similarity	0.7	NPC156461
Intermediate Similarity	0.7	NPC322476
Intermediate Similarity	0.7	NPC316617
Intermediate Similarity	0.7	NPC107374
Intermediate Similarity	0.7	NPC2499
Intermediate Similarity	0.7	NPC532382
Intermediate Similarity	0.7	NPC584269
Intermediate Similarity	0.7	NPC600382
Intermediate Similarity	0.7	NPC605359
Intermediate Similarity	0.7	NPC609539
Intermediate Similarity	0.7	NPC612067
Remote Similarity	0.6986	NPC565915
Remote Similarity	0.6949	NPC317821
Remote Similarity	0.6923	NPC261595
Remote Similarity	0.6901	NPC323090
Remote Similarity	0.6901	NPC566076
Remote Similarity	0.6901	NPC605894
Remote Similarity	0.6892	NPC278925
Remote Similarity	0.6857	NPC324484
Remote Similarity	0.68	NPC323629
Remote Similarity	0.68	NPC551964
Remote Similarity	0.6667	NPC324088
Remote Similarity	0.6667	NPC326686
Remote Similarity	0.6667	NPC221811
Remote Similarity	0.6667	NPC510232
Remote Similarity	0.6667	NPC575358
Remote Similarity	0.6622	NPC484199
Remote Similarity	0.6533	NPC484196
Remote Similarity	0.6528	NPC329408
Remote Similarity	0.65	NPC326465
Remote Similarity	0.65	NPC321481
Remote Similarity	0.65	NPC528581
Remote Similarity	0.65	NPC554056
Remote Similarity	0.6418	NPC85689
Remote Similarity	0.6418	NPC499157
Remote Similarity	0.6364	NPC514003
Remote Similarity	0.6351	NPC328660
Remote Similarity	0.6341	NPC322784
Remote Similarity	0.6265	NPC327693
Remote Similarity	0.6216	NPC481375
Remote Similarity	0.6197	NPC302778
Remote Similarity	0.6197	NPC329404
Remote Similarity	0.6197	NPC212551
Remote Similarity	0.6197	NPC303729
Remote Similarity	0.6197	NPC66877
Remote Similarity	0.6197	NPC523889
Remote Similarity	0.6184	NPC327586
Remote Similarity	0.6184	NPC328345
Remote Similarity	0.6184	NPC327503
Remote Similarity	0.6164	NPC323304
Remote Similarity	0.6133	NPC325191
Remote Similarity	0.6125	NPC326685
Remote Similarity	0.6119	NPC71439
Remote Similarity	0.6104	NPC327403
Remote Similarity	0.6087	NPC318121
Remote Similarity	0.6087	NPC595078
Remote Similarity	0.6056	NPC472816
Remote Similarity	0.6056	NPC517016
Remote Similarity	0.6056	NPC574893
Remote Similarity	0.6056	NPC581344
Remote Similarity	0.6056	NPC600171
Remote Similarity	0.6049	NPC318599
Remote Similarity	0.6026	NPC318514
Remote Similarity	0.6	NPC161224
Remote Similarity	0.5977	NPC21461
Remote Similarity	0.5977	NPC324795
Remote Similarity	0.5972	NPC324033
Remote Similarity	0.5946	NPC321458
Remote Similarity	0.5942	NPC211025
Remote Similarity	0.5921	NPC320773
Remote Similarity	0.5915	NPC212549
Remote Similarity	0.5915	NPC317920
Remote Similarity	0.5909	NPC218635
Remote Similarity	0.5904	NPC319129
Remote Similarity	0.589	NPC195140
Remote Similarity	0.5875	NPC327950
Remote Similarity	0.5875	NPC326301
Remote Similarity	0.5875	NPC322455
Remote Similarity	0.5867	NPC320774
Remote Similarity	0.5846	NPC229974
Remote Similarity	0.5846	NPC292506
Remote Similarity	0.5843	NPC573808
Remote Similarity	0.5843	NPC591768
Remote Similarity	0.5823	NPC319652
Remote Similarity	0.5823	NPC525974
Remote Similarity	0.5802	NPC316805
Remote Similarity	0.5802	NPC319569
Remote Similarity	0.5778	NPC276985
Remote Similarity	0.5778	NPC320629
Remote Similarity	0.5778	NPC570735
Remote Similarity	0.5778	NPC604859
Remote Similarity	0.5765	NPC327692
Remote Similarity	0.5753	NPC324135
Remote Similarity	0.5753	NPC328662
Remote Similarity	0.5733	NPC322212
Remote Similarity	0.5732	NPC319123
Remote Similarity	0.5714	NPC326951
Remote Similarity	0.5714	NPC90902
Remote Similarity	0.5663	NPC318827
Remote Similarity	0.5663	NPC325785
Remote Similarity	0.5658	NPC565216
Remote Similarity	0.5632	NPC328276
Remote Similarity	0.5632	NPC547604
Remote Similarity	0.5625	NPC323630
Remote Similarity	0.561	NPC326082
Remote Similarity	0.5588	NPC559744
Remote Similarity	0.5584	NPC563538
Remote Similarity	0.5584	NPC606116
Remote Similarity	0.5571	NPC317808
Remote Similarity	0.5556	NPC323828
Remote Similarity	0.5556	NPC318237
Remote Similarity	0.5543	NPC318673
Remote Similarity	0.5538	NPC558500
Remote Similarity	0.5532	NPC549773
Remote Similarity	0.5532	NPC557730
Remote Similarity	0.5532	NPC611055
Remote Similarity	0.5529	NPC324055
Remote Similarity	0.5529	NPC321214
Remote Similarity	0.5522	NPC206988
Remote Similarity	0.5522	NPC592043
Remote Similarity	0.5522	NPC601766
Remote Similarity	0.5513	NPC512195
Remote Similarity	0.5493	NPC326963
Remote Similarity	0.5465	NPC329403
Remote Similarity	0.5465	NPC320400
Remote Similarity	0.5465	NPC514072
Remote Similarity	0.5455	NPC320051
Remote Similarity	0.5443	NPC318958
Remote Similarity	0.5435	NPC326014
Remote Similarity	0.5412	NPC322265
Remote Similarity	0.5385	NPC325906
Remote Similarity	0.5385	NPC511513
Remote Similarity	0.5385	NPC599868
Remote Similarity	0.5373	NPC209525
Remote Similarity	0.5373	NPC236015
Remote Similarity	0.5373	NPC161659
Remote Similarity	0.5373	NPC137784
Remote Similarity	0.5373	NPC567109
Remote Similarity	0.5373	NPC602314
Remote Similarity	0.5361	NPC287280
Remote Similarity	0.5361	NPC97951
Remote Similarity	0.5349	NPC499239
Remote Similarity	0.5294	NPC14079
Remote Similarity	0.5294	NPC558524
Remote Similarity	0.5294	NPC574345
Remote Similarity	0.5294	NPC609472
Remote Similarity	0.5286	NPC7092
Remote Similarity	0.527	NPC322489
Remote Similarity	0.5263	NPC323306
Remote Similarity	0.5253	NPC71034
Remote Similarity	0.5253	NPC497784
Remote Similarity	0.525	NPC319651
Remote Similarity	0.525	NPC545290

Drug Structure

NPD283 OpenBabel08201723122D 29 31 0 0 1 0 0 0 0 0999 V2000 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1410 1.4343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3239 4.1996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 1.7321 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.7251 3.3906 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4067 2.6456 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6636 3.3147 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -3.6762 3.0816 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9820 2.7215 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2024 2.8147 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -4.4194 3.7507 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8841 2.1034 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1899 1.7433 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3184 4.3041 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.1160 3.2215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3849 2.8535 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7681 4.3092 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0055 1.8366 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 -5.3704 3.4417 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.2114 4.7289 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.6939 3.8046 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.6817 4.7160 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 21 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 1 0 0 0 4 6 1 0 0 0 0 4 22 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 6 0 0 0 7 10 1 0 0 0 0 7 17 1 6 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 1 0 0 0 10 22 1 0 0 0 0 11 24 1 0 0 0 0 11 25 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 23 1 0 0 0 0 18 28 1 0 0 0 0 19 23 1 0 0 0 0 19 29 1 0 0 0 0 20 23 2 0 0 0 0 21 23 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001319
DrugBank	DB00131
ChEMBL	CHEMBL752
IUPHAR/BPS
PharmaGKB	PA164744376
KEGG Drug	D02769
PubChem CID	6083
ChEBI	16027
CAS Number	61-19-8

Drug Properties

Molecular Weight	347.06
ALogP	-2.2149
MLogP	1.13
XLogP	-3.467
HDA	12
HBD	5
Rotatable Bonds	9
TPSA	195.88
RO5 Violation	1