NPASS drugs

Drug Information

Drug ID:	NPD548
Drug Name:
Molecular Formula:	C11H15N5O3S
Canonical SMILES:	CSC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N
Standard InCHI:	"InChI=1S/C11H15N5O3S/c1-20-2-5-7(17)8(18)11(19-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H2,12,13,14)/t5-,7-,8-,11-/m1/s1"
Standard InCHIKey:	WUUGFSXJNOTRMR-IOSLPCCCSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD548

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	150829
0.1-0.2	59710
0.2-0.3	414
0.3-0.4	380
0.4-0.5	184
0.5-0.6	118
0.6-0.7	24
0.7-0.8	46
0.8-0.85	9
0.85-0.9	0
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	NPC136349
High Similarity	1.0	NPC219313
High Similarity	1.0	NPC525749
Intermediate Similarity	0.8276	NPC177964
Intermediate Similarity	0.8246	NPC542450
Intermediate Similarity	0.8136	NPC185991
Intermediate Similarity	0.8136	NPC321814
Intermediate Similarity	0.8136	NPC509277
Intermediate Similarity	0.8136	NPC611766
Intermediate Similarity	0.807	NPC578663
Intermediate Similarity	0.8	NPC328479
Intermediate Similarity	0.8	NPC604652
Intermediate Similarity	0.7869	NPC319099
Intermediate Similarity	0.7742	NPC325378
Intermediate Similarity	0.7636	NPC156461
Intermediate Similarity	0.7636	NPC322476
Intermediate Similarity	0.7636	NPC107374
Intermediate Similarity	0.7636	NPC2499
Intermediate Similarity	0.7636	NPC532382
Intermediate Similarity	0.7636	NPC584269
Intermediate Similarity	0.7636	NPC600382
Intermediate Similarity	0.7636	NPC605359
Intermediate Similarity	0.7636	NPC609539
Intermediate Similarity	0.7636	NPC612067
Intermediate Similarity	0.7619	NPC324198
Intermediate Similarity	0.7619	NPC316939
Intermediate Similarity	0.7619	NPC319558
Intermediate Similarity	0.7619	NPC326529
Intermediate Similarity	0.7619	NPC319100
Intermediate Similarity	0.7619	NPC603572
Intermediate Similarity	0.7619	NPC607210
Intermediate Similarity	0.7593	NPC317821
Intermediate Similarity	0.75	NPC130586
Intermediate Similarity	0.75	NPC317780
Intermediate Similarity	0.75	NPC316774
Intermediate Similarity	0.75	NPC539967
Intermediate Similarity	0.75	NPC602178
Intermediate Similarity	0.7385	NPC324484
Intermediate Similarity	0.7385	NPC327314
Intermediate Similarity	0.7273	NPC174802
Intermediate Similarity	0.7273	NPC54152
Intermediate Similarity	0.7273	NPC316617
Intermediate Similarity	0.7273	NPC59850
Intermediate Similarity	0.7273	NPC578991
Intermediate Similarity	0.7164	NPC323090
Intermediate Similarity	0.7164	NPC503286
Intermediate Similarity	0.7164	NPC566076
Intermediate Similarity	0.7164	NPC572672
Intermediate Similarity	0.7164	NPC605894
Intermediate Similarity	0.7164	NPC606410
Intermediate Similarity	0.7077	NPC195140
Intermediate Similarity	0.7059	NPC316618
Intermediate Similarity	0.7059	NPC327566
Intermediate Similarity	0.7059	NPC323091
Intermediate Similarity	0.7059	NPC319557
Intermediate Similarity	0.7059	NPC518734
Intermediate Similarity	0.7059	NPC552750
Intermediate Similarity	0.7059	NPC590280
Remote Similarity	0.6957	NPC321692
Remote Similarity	0.6885	NPC514003
Remote Similarity	0.6857	NPC484199
Remote Similarity	0.6761	NPC484196
Remote Similarity	0.6557	NPC559744
Remote Similarity	0.6486	NPC323608
Remote Similarity	0.6333	NPC229974
Remote Similarity	0.6333	NPC292506
Remote Similarity	0.6316	NPC326685
Remote Similarity	0.6234	NPC326686
Remote Similarity	0.6234	NPC221811
Remote Similarity	0.6234	NPC510232
Remote Similarity	0.6234	NPC575358
Remote Similarity	0.6176	NPC324135
Remote Similarity	0.6176	NPC328662
Remote Similarity	0.6119	NPC212549
Remote Similarity	0.6119	NPC317920
Remote Similarity	0.6076	NPC326465
Remote Similarity	0.6076	NPC321481
Remote Similarity	0.6076	NPC528581
Remote Similarity	0.6076	NPC554056
Remote Similarity	0.6027	NPC515470
Remote Similarity	0.6	NPC323630
Remote Similarity	0.6	NPC595194
Remote Similarity	0.5968	NPC206988
Remote Similarity	0.5938	NPC7092
Remote Similarity	0.5926	NPC322784
Remote Similarity	0.5926	NPC327692
Remote Similarity	0.5873	NPC309832
Remote Similarity	0.5867	NPC565915
Remote Similarity	0.5854	NPC324088
Remote Similarity	0.5854	NPC327693
Remote Similarity	0.5833	NPC320774
Remote Similarity	0.5833	NPC320051
Remote Similarity	0.5806	NPC209525
Remote Similarity	0.5806	NPC236015
Remote Similarity	0.5806	NPC161659
Remote Similarity	0.5806	NPC137784
Remote Similarity	0.5806	NPC567109
Remote Similarity	0.5806	NPC602314
Remote Similarity	0.5797	NPC472816
Remote Similarity	0.5797	NPC164952
Remote Similarity	0.5797	NPC505783
Remote Similarity	0.5797	NPC517016
Remote Similarity	0.5797	NPC574893
Remote Similarity	0.5797	NPC581344
Remote Similarity	0.5797	NPC600171
Remote Similarity	0.5789	NPC278925
Remote Similarity	0.5758	NPC317808
Remote Similarity	0.5753	NPC325906
Remote Similarity	0.5753	NPC511513
Remote Similarity	0.5753	NPC563538
Remote Similarity	0.5753	NPC599868
Remote Similarity	0.5753	NPC606116
Remote Similarity	0.5735	NPC323828
Remote Similarity	0.5714	NPC302778
Remote Similarity	0.5714	NPC329404
Remote Similarity	0.5714	NPC212551
Remote Similarity	0.5714	NPC303729
Remote Similarity	0.5714	NPC323629
Remote Similarity	0.5714	NPC66877
Remote Similarity	0.5714	NPC523889
Remote Similarity	0.5714	NPC551964
Remote Similarity	0.5714	NPC558524
Remote Similarity	0.5714	NPC574345
Remote Similarity	0.5714	NPC609472
Remote Similarity	0.5676	NPC320773
Remote Similarity	0.5672	NPC85689
Remote Similarity	0.5672	NPC499157
Remote Similarity	0.5667	NPC545007
Remote Similarity	0.5652	NPC121222
Remote Similarity	0.5645	NPC33996
Remote Similarity	0.5645	NPC601515
Remote Similarity	0.56	NPC318958
Remote Similarity	0.5581	NPC21461
Remote Similarity	0.5581	NPC324795
Remote Similarity	0.5522	NPC519006
Remote Similarity	0.5522	NPC605318
Remote Similarity	0.5517	NPC218635
Remote Similarity	0.5517	NPC318237
Remote Similarity	0.5507	NPC239737
Remote Similarity	0.5507	NPC165007
Remote Similarity	0.5507	NPC145558
Remote Similarity	0.5507	NPC528862
Remote Similarity	0.5493	NPC558653
Remote Similarity	0.5479	NPC504461
Remote Similarity	0.5469	NPC14079
Remote Similarity	0.5455	NPC573808
Remote Similarity	0.5455	NPC591768
Remote Similarity	0.5441	NPC261595
Remote Similarity	0.5432	NPC318599
Remote Similarity	0.5429	NPC552222
Remote Similarity	0.5429	NPC598126
Remote Similarity	0.5417	NPC323306
Remote Similarity	0.5405	NPC329408
Remote Similarity	0.5395	NPC319651
Remote Similarity	0.5393	NPC276985
Remote Similarity	0.5393	NPC320629
Remote Similarity	0.5393	NPC326014
Remote Similarity	0.5393	NPC570735
Remote Similarity	0.5393	NPC604859
Remote Similarity	0.5385	NPC319273
Remote Similarity	0.5385	NPC269827
Remote Similarity	0.5385	NPC189068
Remote Similarity	0.5385	NPC602648
Remote Similarity	0.5373	NPC71439
Remote Similarity	0.5352	NPC27600
Remote Similarity	0.5352	NPC261323
Remote Similarity	0.5352	NPC527816
Remote Similarity	0.5352	NPC578146
Remote Similarity	0.5342	NPC325420
Remote Similarity	0.5333	NPC326951
Remote Similarity	0.5333	NPC481375
Remote Similarity	0.5333	NPC318673
Remote Similarity	0.5333	NPC90902
Remote Similarity	0.5312	NPC589064
Remote Similarity	0.5312	NPC609036
Remote Similarity	0.5301	NPC319129
Remote Similarity	0.5294	NPC326964
Remote Similarity	0.5278	NPC525371
Remote Similarity	0.527	NPC323304
Remote Similarity	0.5263	NPC328660
Remote Similarity	0.5263	NPC325191
Remote Similarity	0.5231	NPC260084
Remote Similarity	0.5231	NPC257600
Remote Similarity	0.5231	NPC164665
Remote Similarity	0.5231	NPC490331
Remote Similarity	0.5217	NPC211025
Remote Similarity	0.5217	NPC326963
Remote Similarity	0.52	NPC565216
Remote Similarity	0.5185	NPC319569
Remote Similarity	0.5161	NPC549773
Remote Similarity	0.5161	NPC557730
Remote Similarity	0.5161	NPC611055
Remote Similarity	0.5155	NPC556844
Remote Similarity	0.5135	NPC40958
Remote Similarity	0.5132	NPC161224
Remote Similarity	0.5128	NPC327586
Remote Similarity	0.5128	NPC328345
Remote Similarity	0.5128	NPC327503
Remote Similarity	0.5128	NPC518550
Remote Similarity	0.5128	NPC572845

Drug Structure

NPD548 OpenBabel08201723202D 24 26 0 0 1 0 0 0 0 0999 V2000 -2.9508 0.5204 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -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 -2.1160 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 -2.6418 -0.4307 0.0000 S 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 -2.2205 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 20 1 0 0 0 0 2 20 1 0 0 0 0 3 13 2 0 0 0 0 3 14 1 0 0 0 0 4 15 2 0 0 0 0 4 16 1 0 0 0 0 5 2 1 6 0 0 0 5 7 1 0 0 0 0 5 19 1 0 0 0 0 6 9 2 0 0 0 0 6 10 1 0 0 0 0 6 15 1 0 0 0 0 7 8 1 0 0 0 0 7 17 1 1 0 0 0 8 11 1 0 0 0 0 8 18 1 1 0 0 0 9 12 1 0 0 0 0 9 13 1 0 0 0 0 10 14 2 0 0 0 0 10 16 1 0 0 0 0 11 16 1 6 0 0 0 11 19 1 0 0 0 0 12 21 1 0 0 0 0 12 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	DNC003856
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	439176
ChEBI
CAS Number

Drug Properties

Molecular Weight	297.09
ALogP	-1.1259
MLogP	1.68
XLogP	-0.493
HDA	8
HBD	3
Rotatable Bonds	7
TPSA	144.61
RO5 Violation	0