NPASS drugs

Drug Information

Drug ID:	NPD4930
Drug Name:
Molecular Formula:	C22H21N8O8PS4
Canonical SMILES:	CCO/N=C(/c1[nH]sc(=NP(=O)(O)O)n1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)Sc1scc(n1)c1cc[n+](cc1)C)O
Standard InCHI:	InChI=1S/C22H21N8O8PS4/c1-3-38-26-13(16-25-21(43-28-16)27-39(35,36)37)17(31)24-14-18(32)30-15(20(33)34)12(9-40-19(14)30)42-22-23-11(8-41-22)10-4-6-29(2)7-5-10/h4-8,14,19H,3,9H2,1-2H3,(H4-,24,25,27,28,31,33,34,35,36,37)/p+1/b26-13-/t14-,19-/m1/s1
Standard InCHIKey:	ZCCUWMICIWSJIX-NQJJCJBVSA-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4930

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	453
0.1-0.2	8635
0.2-0.3	15933
0.3-0.4	2565
0.4-0.5	1964
0.5-0.6	1246
0.6-0.7	93
0.7-0.8	1
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7824	NPC143325
Remote Similarity	0.6916	NPC182507
Remote Similarity	0.6856	NPC214827
Remote Similarity	0.6856	NPC314930
Remote Similarity	0.6825	NPC478030
Remote Similarity	0.6767	NPC475024
Remote Similarity	0.6667	NPC138562
Remote Similarity	0.6638	NPC313421
Remote Similarity	0.6608	NPC294693
Remote Similarity	0.6449	NPC476817
Remote Similarity	0.6432	NPC329961
Remote Similarity	0.6432	NPC122427
Remote Similarity	0.6423	NPC19170
Remote Similarity	0.6376	NPC165538
Remote Similarity	0.6368	NPC24864
Remote Similarity	0.6347	NPC91895
Remote Similarity	0.6345	NPC297862
Remote Similarity	0.6341	NPC253987
Remote Similarity	0.6307	NPC31385
Remote Similarity	0.6307	NPC75726
Remote Similarity	0.6307	NPC110602
Remote Similarity	0.627	NPC79386
Remote Similarity	0.6261	NPC469938
Remote Similarity	0.625	NPC314254
Remote Similarity	0.625	NPC313966
Remote Similarity	0.6211	NPC470003
Remote Similarity	0.6206	NPC89987
Remote Similarity	0.619	NPC117244
Remote Similarity	0.619	NPC473763
Remote Similarity	0.6185	NPC64216
Remote Similarity	0.6184	NPC96016
Remote Similarity	0.6184	NPC49051
Remote Similarity	0.6178	NPC11126
Remote Similarity	0.617	NPC473640
Remote Similarity	0.6148	NPC314056
Remote Similarity	0.6145	NPC478141
Remote Similarity	0.6145	NPC312942
Remote Similarity	0.6145	NPC327095
Remote Similarity	0.6144	NPC293917
Remote Similarity	0.614	NPC228835
Remote Similarity	0.6126	NPC476103
Remote Similarity	0.612	NPC40455
Remote Similarity	0.6119	NPC41982
Remote Similarity	0.6118	NPC63279
Remote Similarity	0.6109	NPC478011
Remote Similarity	0.6109	NPC478012
Remote Similarity	0.6107	NPC75634
Remote Similarity	0.6102	NPC212213
Remote Similarity	0.6098	NPC470732
Remote Similarity	0.6098	NPC470731
Remote Similarity	0.6096	NPC161143
Remote Similarity	0.6094	NPC297642
Remote Similarity	0.6093	NPC472260
Remote Similarity	0.6092	NPC475506
Remote Similarity	0.6091	NPC478182
Remote Similarity	0.6087	NPC314176
Remote Similarity	0.6087	NPC94752
Remote Similarity	0.6081	NPC478013
Remote Similarity	0.6076	NPC100321
Remote Similarity	0.607	NPC165495
Remote Similarity	0.607	NPC478028
Remote Similarity	0.6067	NPC155143
Remote Similarity	0.6062	NPC475534
Remote Similarity	0.6062	NPC476080
Remote Similarity	0.6061	NPC477630
Remote Similarity	0.6061	NPC17059
Remote Similarity	0.6061	NPC477635
Remote Similarity	0.6052	NPC129909
Remote Similarity	0.605	NPC470497
Remote Similarity	0.6049	NPC475350
Remote Similarity	0.6049	NPC145178
Remote Similarity	0.6049	NPC14877
Remote Similarity	0.6048	NPC281049
Remote Similarity	0.6041	NPC251036
Remote Similarity	0.604	NPC216221
Remote Similarity	0.6034	NPC213629
Remote Similarity	0.6034	NPC188104
Remote Similarity	0.6033	NPC323927
Remote Similarity	0.6033	NPC316403
Remote Similarity	0.6032	NPC471192
Remote Similarity	0.6032	NPC177996
Remote Similarity	0.6032	NPC147983
Remote Similarity	0.6026	NPC163055
Remote Similarity	0.6024	NPC315804
Remote Similarity	0.6024	NPC313804
Remote Similarity	0.6023	NPC178664
Remote Similarity	0.6023	NPC478029
Remote Similarity	0.6018	NPC478184
Remote Similarity	0.6017	NPC473376
Remote Similarity	0.6016	NPC477516
Remote Similarity	0.6015	NPC153400
Remote Similarity	0.6009	NPC174652
Remote Similarity	0.6008	NPC192674
Remote Similarity	0.6	NPC77022
Remote Similarity	0.5991	NPC14325
Remote Similarity	0.5991	NPC28848
Remote Similarity	0.5991	NPC248454
Remote Similarity	0.5991	NPC161242
Remote Similarity	0.5985	NPC28945
Remote Similarity	0.5984	NPC478158
Remote Similarity	0.5982	NPC32534
Remote Similarity	0.5977	NPC315893
Remote Similarity	0.5977	NPC316110
Remote Similarity	0.5977	NPC313587
Remote Similarity	0.5976	NPC153980
Remote Similarity	0.5976	NPC471194
Remote Similarity	0.5976	NPC6865
Remote Similarity	0.5976	NPC471193
Remote Similarity	0.5967	NPC54420
Remote Similarity	0.5966	NPC239954
Remote Similarity	0.5966	NPC171317
Remote Similarity	0.5966	NPC470499
Remote Similarity	0.5965	NPC475330
Remote Similarity	0.5965	NPC12649
Remote Similarity	0.5958	NPC300183
Remote Similarity	0.5956	NPC140284
Remote Similarity	0.5956	NPC75609
Remote Similarity	0.5955	NPC293487
Remote Similarity	0.5953	NPC475196
Remote Similarity	0.5951	NPC54744
Remote Similarity	0.5947	NPC477420
Remote Similarity	0.5947	NPC477418
Remote Similarity	0.5939	NPC314281
Remote Similarity	0.5939	NPC25316
Remote Similarity	0.5939	NPC164228
Remote Similarity	0.5939	NPC40530
Remote Similarity	0.5939	NPC263485
Remote Similarity	0.5939	NPC249662
Remote Similarity	0.5939	NPC16659
Remote Similarity	0.5939	NPC229160
Remote Similarity	0.5938	NPC24990
Remote Similarity	0.5935	NPC72956
Remote Similarity	0.5935	NPC320968
Remote Similarity	0.5934	NPC57398
Remote Similarity	0.5932	NPC198673
Remote Similarity	0.593	NPC220852
Remote Similarity	0.5922	NPC186351
Remote Similarity	0.592	NPC149014
Remote Similarity	0.5918	NPC223791
Remote Similarity	0.5918	NPC162860
Remote Similarity	0.5918	NPC107077
Remote Similarity	0.5909	NPC75498
Remote Similarity	0.5907	NPC239660
Remote Similarity	0.5907	NPC106235
Remote Similarity	0.5905	NPC280290
Remote Similarity	0.5903	NPC469529
Remote Similarity	0.59	NPC168911
Remote Similarity	0.5895	NPC265710
Remote Similarity	0.5893	NPC49217
Remote Similarity	0.5893	NPC478183
Remote Similarity	0.5891	NPC165743
Remote Similarity	0.5887	NPC270834
Remote Similarity	0.5882	NPC319232
Remote Similarity	0.5882	NPC24370
Remote Similarity	0.588	NPC311858
Remote Similarity	0.588	NPC173344
Remote Similarity	0.5874	NPC314882
Remote Similarity	0.5863	NPC478157
Remote Similarity	0.5862	NPC285343
Remote Similarity	0.5859	NPC476491
Remote Similarity	0.5858	NPC272483
Remote Similarity	0.5853	NPC475969
Remote Similarity	0.5853	NPC474877
Remote Similarity	0.5853	NPC475859
Remote Similarity	0.5853	NPC477177
Remote Similarity	0.5847	NPC210123
Remote Similarity	0.5837	NPC299594
Remote Similarity	0.5833	NPC474916
Remote Similarity	0.583	NPC61435
Remote Similarity	0.583	NPC478185
Remote Similarity	0.5827	NPC155444
Remote Similarity	0.5822	NPC475920
Remote Similarity	0.5815	NPC470498
Remote Similarity	0.5814	NPC477175
Remote Similarity	0.5814	NPC477176
Remote Similarity	0.5814	NPC470730
Remote Similarity	0.5814	NPC470729
Remote Similarity	0.5801	NPC91179
Remote Similarity	0.5799	NPC315061
Remote Similarity	0.5798	NPC107160
Remote Similarity	0.5788	NPC478006
Remote Similarity	0.5787	NPC238242
Remote Similarity	0.5784	NPC315411
Remote Similarity	0.5783	NPC473380
Remote Similarity	0.5783	NPC240088
Remote Similarity	0.5783	NPC193370
Remote Similarity	0.5779	NPC476252
Remote Similarity	0.5778	NPC473886
Remote Similarity	0.5776	NPC315467
Remote Similarity	0.5773	NPC281094
Remote Similarity	0.5773	NPC200214
Remote Similarity	0.5766	NPC123839
Remote Similarity	0.5761	NPC471944
Remote Similarity	0.576	NPC13470
Remote Similarity	0.5758	NPC176199
Remote Similarity	0.5758	NPC215795
Remote Similarity	0.5755	NPC469563
Remote Similarity	0.5755	NPC472259
Remote Similarity	0.5755	NPC478009
Remote Similarity	0.5755	NPC478010

Drug Structure

NPD4930 OpenBabel08211706322D 48 52 0 0 1 0 0 0 0 0999 V2000 4.6634 1.0088 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.5116 -2.5525 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6689 0.9042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 12.3562 -0.1723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.1315 -1.3971 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 13.0633 -0.8794 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.8386 -2.1042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.8396 1.2637 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.9829 -0.5437 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 11.3903 -0.4311 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.6832 0.2760 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6245 0.3898 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4432 -1.7319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4323 -1.5228 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6368 0.5463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 -1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0310 -2.5409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0739 -0.5892 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.3658 -1.1645 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.2784 1.4799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.2415 1.0105 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6955 0.1195 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0255 -2.4364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 -1.0933 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8500 -0.8183 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 -2.7024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 12.8045 -1.8453 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 6.0075 -0.2309 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6243 -3.4544 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1604 -0.1825 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9078 2.2570 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.2907 1.6363 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 3.2622 -0.0093 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 7.3535 -1.3209 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 9.9486 1.7177 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 8.2538 1.1670 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 2.3554 -3.6160 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.2121 -4.2635 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.9324 2.5699 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 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 29 1 0 0 0 0 3 38 1 0 0 0 0 4 6 1 0 0 0 0 4 10 2 0 0 0 0 5 7 2 0 0 0 0 5 10 1 0 0 0 0 6 29 2 0 0 0 0 7 29 1 0 0 0 0 8 11 2 0 0 0 0 8 41 1 0 0 0 0 9 12 1 0 0 0 0 9 40 1 0 0 0 0 10 11 1 0 0 0 0 11 23 1 0 0 0 0 12 15 2 0 0 0 0 12 42 1 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 26 2 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 14 24 1 6 0 0 0 15 20 1 0 0 0 0 15 30 1 0 0 0 0 16 25 2 0 0 0 0 16 28 1 0 0 0 0 17 24 2 3 0 0 0 17 31 1 0 0 0 0 18 30 1 0 0 0 0 18 32 2 0 0 0 0 19 30 1 0 0 0 0 19 40 1 6 0 0 0 20 33 2 0 0 0 0 20 34 1 0 0 0 0 21 25 1 0 0 0 0 21 27 2 3 0 0 0 21 43 1 0 0 0 0 22 23 2 0 0 0 0 22 41 1 0 0 0 0 22 42 1 0 0 0 0 26 38 1 0 0 0 0 27 39 1 0 0 0 0 28 43 1 0 0 0 0 28 44 1 0 0 0 0 31 45 1 0 0 0 0 34 46 1 0 0 0 0 35 39 1 0 0 0 0 35 47 1 0 0 0 0 36 39 1 0 0 0 0 36 48 1 0 0 0 0 37 39 2 0 0 0 0 M CHG 1 29 1 M END $$$$

External Identifiers

TTD	DNAP001282; DNCL003359
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56841980; 9852982
ChEBI
CAS Number

Drug Properties

Molecular Weight	685.02
ALogP	-1.9259
MLogP	1.57
XLogP	0.373
HDA	13
HBD	5
Rotatable Bonds	16
TPSA	336.79
RO5 Violation	1