NPASS drugs

Drug Information

Drug ID:	NPD4171
Drug Name:
Molecular Formula:	C20H28N10O19P4
Canonical SMILES:	O[C@@H]1[C@@H](COP(=O)(OP(=O)(OP(=O)(OP(=O)(OC[C@H]2O[C@H]([C@@H]([C@@H]2O)O)n2cnc3c2ncnc3N)[O-])[O-])[O-])[O-])O[C@H]([C@@H]1O)n1cnc2c1ncnc2N
Standard InCHI:	"InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/p-4/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1"
Standard InCHIKey:	YOAHKNVSNCMZGQ-XPWFQUROSA-J
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4171

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	124220
0.1-0.2	86369
0.2-0.3	374
0.3-0.4	369
0.4-0.5	197
0.5-0.6	117
0.6-0.7	43
0.7-0.8	27
0.8-0.85	0
0.85-0.9	2
0.9-0.95	1
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	NPC319099
High Similarity	0.9667	NPC319558
High Similarity	0.95	NPC325378
High Similarity	0.9062	NPC323090
High Similarity	0.8923	NPC319557
High Similarity	0.8833	NPC177964
Intermediate Similarity	0.7945	NPC326685
Intermediate Similarity	0.7869	NPC136349
Intermediate Similarity	0.7869	NPC219313
Intermediate Similarity	0.7869	NPC525749
Intermediate Similarity	0.7794	NPC316617
Intermediate Similarity	0.7538	NPC185991
Intermediate Similarity	0.7538	NPC321814
Intermediate Similarity	0.7538	NPC509277
Intermediate Similarity	0.7538	NPC611766
Intermediate Similarity	0.7344	NPC542450
Intermediate Similarity	0.7188	NPC578663
Intermediate Similarity	0.7164	NPC328479
Intermediate Similarity	0.7164	NPC604652
Intermediate Similarity	0.7143	NPC327314
Intermediate Similarity	0.7101	NPC324198
Intermediate Similarity	0.7101	NPC316939
Intermediate Similarity	0.7101	NPC326529
Intermediate Similarity	0.7101	NPC319100
Intermediate Similarity	0.7101	NPC603572
Intermediate Similarity	0.7101	NPC607210
Intermediate Similarity	0.7	NPC130586
Intermediate Similarity	0.7	NPC317821
Intermediate Similarity	0.7	NPC325420
Intermediate Similarity	0.7	NPC327692
Intermediate Similarity	0.7	NPC317780
Intermediate Similarity	0.7	NPC539967
Intermediate Similarity	0.7	NPC602178
Remote Similarity	0.6912	NPC212549
Remote Similarity	0.6905	NPC318237
Remote Similarity	0.6901	NPC324484
Remote Similarity	0.6857	NPC323306
Remote Similarity	0.6849	NPC327566
Remote Similarity	0.6849	NPC552750
Remote Similarity	0.6849	NPC590280
Remote Similarity	0.6806	NPC174802
Remote Similarity	0.6806	NPC54152
Remote Similarity	0.6806	NPC59850
Remote Similarity	0.6806	NPC578991
Remote Similarity	0.6774	NPC156461
Remote Similarity	0.6774	NPC322476
Remote Similarity	0.6774	NPC107374
Remote Similarity	0.6774	NPC2499
Remote Similarity	0.6774	NPC532382
Remote Similarity	0.6774	NPC584269
Remote Similarity	0.6774	NPC600382
Remote Similarity	0.6774	NPC605359
Remote Similarity	0.6774	NPC609539
Remote Similarity	0.6774	NPC612067
Remote Similarity	0.6761	NPC316774
Remote Similarity	0.6712	NPC503286
Remote Similarity	0.6712	NPC566076
Remote Similarity	0.6712	NPC572672
Remote Similarity	0.6712	NPC605894
Remote Similarity	0.6712	NPC606410
Remote Similarity	0.6667	NPC318673
Remote Similarity	0.6667	NPC317920
Remote Similarity	0.6667	NPC514003
Remote Similarity	0.6622	NPC316618
Remote Similarity	0.6622	NPC323091
Remote Similarity	0.6622	NPC518734
Remote Similarity	0.6533	NPC321692
Remote Similarity	0.6447	NPC484199
Remote Similarity	0.6364	NPC326014
Remote Similarity	0.6364	NPC484196
Remote Similarity	0.6286	NPC323828
Remote Similarity	0.6282	NPC323630
Remote Similarity	0.6125	NPC323608
Remote Similarity	0.6098	NPC322264
Remote Similarity	0.6098	NPC575358
Remote Similarity	0.6087	NPC317808
Remote Similarity	0.5946	NPC327191
Remote Similarity	0.5914	NPC549773
Remote Similarity	0.5914	NPC557730
Remote Similarity	0.5914	NPC611055
Remote Similarity	0.5904	NPC326686
Remote Similarity	0.5904	NPC221811
Remote Similarity	0.5904	NPC510232
Remote Similarity	0.5897	NPC319651
Remote Similarity	0.5811	NPC324135
Remote Similarity	0.5811	NPC328662
Remote Similarity	0.5765	NPC326465
Remote Similarity	0.5765	NPC321481
Remote Similarity	0.5765	NPC528581
Remote Similarity	0.5765	NPC554056
Remote Similarity	0.5747	NPC327693
Remote Similarity	0.5733	NPC195140
Remote Similarity	0.5729	NPC287280
Remote Similarity	0.5729	NPC97951
Remote Similarity	0.5714	NPC320774
Remote Similarity	0.5696	NPC515470
Remote Similarity	0.5672	NPC229974
Remote Similarity	0.5672	NPC292506
Remote Similarity	0.5634	NPC326964
Remote Similarity	0.5632	NPC322784
Remote Similarity	0.5612	NPC71034
Remote Similarity	0.557	NPC320773
Remote Similarity	0.5568	NPC324088
Remote Similarity	0.5556	NPC565915
Remote Similarity	0.5532	NPC323934
Remote Similarity	0.5524	NPC327872
Remote Similarity	0.5513	NPC320051
Remote Similarity	0.5488	NPC278925
Remote Similarity	0.5467	NPC472816
Remote Similarity	0.5467	NPC164952
Remote Similarity	0.5467	NPC505783
Remote Similarity	0.5467	NPC517016
Remote Similarity	0.5467	NPC574893
Remote Similarity	0.5467	NPC581344
Remote Similarity	0.5467	NPC600171
Remote Similarity	0.5443	NPC325906
Remote Similarity	0.5443	NPC511513
Remote Similarity	0.5443	NPC599868
Remote Similarity	0.5435	NPC218635
Remote Similarity	0.5395	NPC302778
Remote Similarity	0.5395	NPC329404
Remote Similarity	0.5395	NPC212551
Remote Similarity	0.5395	NPC303729
Remote Similarity	0.5395	NPC66877
Remote Similarity	0.5395	NPC523889
Remote Similarity	0.5376	NPC573808
Remote Similarity	0.5362	NPC206988
Remote Similarity	0.5361	NPC319299
Remote Similarity	0.5361	NPC320686
Remote Similarity	0.5342	NPC318122
Remote Similarity	0.5342	NPC85689
Remote Similarity	0.5342	NPC499157
Remote Similarity	0.5333	NPC121222
Remote Similarity	0.5326	NPC21461
Remote Similarity	0.5326	NPC324795
Remote Similarity	0.5319	NPC320629
Remote Similarity	0.5309	NPC318958
Remote Similarity	0.5253	NPC317850
Remote Similarity	0.525	NPC563538
Remote Similarity	0.525	NPC606116
Remote Similarity	0.5238	NPC323629
Remote Similarity	0.5238	NPC551964
Remote Similarity	0.5217	NPC209525
Remote Similarity	0.5217	NPC236015
Remote Similarity	0.5217	NPC161659
Remote Similarity	0.5217	NPC137784
Remote Similarity	0.5217	NPC567109
Remote Similarity	0.5217	NPC602314
Remote Similarity	0.5213	NPC591768
Remote Similarity	0.5211	NPC559744
Remote Similarity	0.5208	NPC321427
Remote Similarity	0.5204	NPC152493
Remote Similarity	0.52	NPC326947
Remote Similarity	0.5185	NPC328660
Remote Similarity	0.5172	NPC318599
Remote Similarity	0.5158	NPC276985
Remote Similarity	0.5158	NPC570735
Remote Similarity	0.5158	NPC604859
Remote Similarity	0.5149	NPC320265
Remote Similarity	0.5149	NPC316497
Remote Similarity	0.5149	NPC323289
Remote Similarity	0.5149	NPC320432
Remote Similarity	0.5149	NPC322386
Remote Similarity	0.5149	NPC326243
Remote Similarity	0.5143	NPC14079
Remote Similarity	0.5143	NPC558524
Remote Similarity	0.5143	NPC574345
Remote Similarity	0.5143	NPC609472
Remote Similarity	0.5139	NPC7092
Remote Similarity	0.5135	NPC261595
Remote Similarity	0.5125	NPC329408
Remote Similarity	0.5125	NPC565216
Remote Similarity	0.5104	NPC326951
Remote Similarity	0.5104	NPC90902
Remote Similarity	0.5098	NPC319683
Remote Similarity	0.5098	NPC327433
Remote Similarity	0.5098	NPC326023
Remote Similarity	0.5098	NPC318551
Remote Similarity	0.5075	NPC545007
Remote Similarity	0.5072	NPC33996
Remote Similarity	0.5072	NPC601515
Remote Similarity	0.507	NPC309832
Remote Similarity	0.5068	NPC71439
Remote Similarity	0.5062	NPC481375
Remote Similarity	0.506	NPC327503
Remote Similarity	0.506	NPC518550
Remote Similarity	0.506	NPC572845
Remote Similarity	0.506	NPC611003
Remote Similarity	0.5056	NPC319129
Remote Similarity	0.5051	NPC323228
Remote Similarity	0.5049	NPC322718
Remote Similarity	0.5049	NPC329229
Remote Similarity	0.5049	NPC322610

Drug Structure

NPD4171 OpenBabel08211704332D 61 66 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 0.5000 -4.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3126 -2.8690 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3126 -8.6011 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7989 0.0873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7989 -5.6448 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.5000 -4.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.7989 -1.5308 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7989 -7.2628 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 1.6750 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.0878 -4.0570 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0388 1.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0388 -4.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.0068 -2.5089 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0068 -8.2410 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 -1.2218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -6.9538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0388 0.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.0388 -5.3660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9579 -2.8179 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.9579 -8.5500 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.2637 -3.1781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.2637 -8.9101 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.1047 -1.8909 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.1047 -7.6229 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.3867 -0.7218 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3867 -6.4538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 -0.2218 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -5.9538 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7788 2.6261 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7788 -3.1060 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.8479 1.9538 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8479 -3.7782 0.0000 O 0 0 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 -4.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 2.0000 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -2.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -1.0000 0.0000 O 0 5 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 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0878 0.0570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.0878 -5.6750 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 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 3 0 0 0 0 0 0 0 0 0 2.0000 -4.0000 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 2.0000 -2.0000 0.0000 P 0 0 3 0 0 0 0 0 0 0 0 0 7.1658 -3.7961 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.7010 -2.1488 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1658 -9.5281 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.7010 -7.8809 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.8006 2.8340 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4479 -2.3628 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.7614 1.5471 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.7614 -4.1850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 43 1 0 0 0 0 2 44 1 0 0 0 0 3 23 2 0 0 0 0 3 25 1 0 0 0 0 4 24 2 0 0 0 0 4 26 1 0 0 0 0 5 27 2 0 0 0 0 5 29 1 0 0 0 0 6 28 2 0 0 0 0 6 30 1 0 0 0 0 7 1 1 6 0 0 0 7 11 1 0 0 0 0 7 45 1 0 0 0 0 8 2 1 1 0 0 0 8 12 1 0 0 0 0 8 46 1 0 0 0 0 9 15 2 0 0 0 0 9 17 1 0 0 0 0 9 27 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 10 28 1 0 0 0 0 11 13 1 0 0 0 0 11 31 1 1 0 0 0 12 14 1 0 0 0 0 12 32 1 6 0 0 0 13 19 1 0 0 0 0 13 33 1 1 0 0 0 14 20 1 0 0 0 0 14 34 1 6 0 0 0 15 21 1 0 0 0 0 15 23 1 0 0 0 0 16 22 1 0 0 0 0 16 24 1 0 0 0 0 17 25 2 0 0 0 0 17 29 1 0 0 0 0 18 26 2 0 0 0 0 18 30 1 0 0 0 0 19 29 1 6 0 0 0 19 45 1 0 0 0 0 20 30 1 1 0 0 0 20 46 1 0 0 0 0 21 54 1 0 0 0 0 21 55 1 0 0 0 0 22 56 1 0 0 0 0 22 57 1 0 0 0 0 31 58 1 0 0 0 0 32 59 1 0 0 0 0 33 60 1 0 0 0 0 34 61 1 0 0 0 0 35 50 1 0 0 0 0 36 50 2 0 0 0 0 37 51 1 0 0 0 0 38 51 2 0 0 0 0 39 52 1 0 0 0 0 40 52 2 0 0 0 0 41 53 1 0 0 0 0 42 53 2 0 0 0 0 43 50 1 0 0 0 0 44 51 1 0 0 0 0 47 50 1 0 0 0 0 47 52 1 0 0 0 0 48 51 1 0 0 0 0 48 53 1 0 0 0 0 49 52 1 0 0 0 0 49 53 1 0 0 0 0 M CHG 4 35 -1 37 -1 39 -1 41 -1 M END $$$$

External Identifiers

TTD	DIB000985
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25243905
ChEBI
CAS Number

Drug Properties

Molecular Weight	832.02
ALogP	-7.4356
MLogP	0.03
XLogP	-8.374
HDA	29
HBD	6
Rotatable Bonds	24
TPSA	484.53
RO5 Violation	3