NPASS drugs

Drug Information

Drug ID:	NPD1987
Drug Name:
Molecular Formula:	C16H16N4O8S
Canonical SMILES:	CO/N=C(/c1ccco1)C(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)COC(=N)O)[O-]
Standard InCHI:	InChI=1S/C16H16N4O8S/c1-26-19-9(8-3-2-4-27-8)12(21)18-10-13(22)20-11(15(23)24)7(5-28-16(17)25)6-29-14(10)20/h2-4,10,14H,5-6H2,1H3,(H2,17,25)(H,18,21)(H,23,24)/p-1/b19-9-/t10-,14-/m1/s1
Standard InCHIKey:	JFPVXVDWJQMJEE-IZRZKJBUSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1987

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	154
0.1-0.2	2224
0.2-0.3	8058
0.3-0.4	6210
0.4-0.5	12830
0.5-0.6	1364
0.6-0.7	50
0.7-0.8	0
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
Remote Similarity	0.6562	NPC315388
Remote Similarity	0.6517	NPC329731
Remote Similarity	0.6436	NPC4910
Remote Similarity	0.6422	NPC477526
Remote Similarity	0.6408	NPC184933
Remote Similarity	0.6408	NPC59827
Remote Similarity	0.6386	NPC292036
Remote Similarity	0.6354	NPC471653
Remote Similarity	0.6316	NPC477527
Remote Similarity	0.629	NPC13470
Remote Similarity	0.6276	NPC473693
Remote Similarity	0.6276	NPC471568
Remote Similarity	0.6262	NPC246303
Remote Similarity	0.6256	NPC299806
Remote Similarity	0.625	NPC475421
Remote Similarity	0.6237	NPC472923
Remote Similarity	0.6237	NPC471646
Remote Similarity	0.6237	NPC471647
Remote Similarity	0.622	NPC108847
Remote Similarity	0.6196	NPC325857
Remote Similarity	0.6193	NPC196091
Remote Similarity	0.6182	NPC66191
Remote Similarity	0.6182	NPC316297
Remote Similarity	0.6182	NPC314817
Remote Similarity	0.618	NPC477590
Remote Similarity	0.618	NPC477586
Remote Similarity	0.618	NPC477588
Remote Similarity	0.618	NPC477585
Remote Similarity	0.6178	NPC320751
Remote Similarity	0.6176	NPC315542
Remote Similarity	0.6158	NPC470903
Remote Similarity	0.6158	NPC470112
Remote Similarity	0.6158	NPC167763
Remote Similarity	0.615	NPC9373
Remote Similarity	0.615	NPC189908
Remote Similarity	0.6142	NPC186617
Remote Similarity	0.6094	NPC477589
Remote Similarity	0.6094	NPC477587
Remote Similarity	0.6085	NPC324081
Remote Similarity	0.6062	NPC471649
Remote Similarity	0.6061	NPC475196
Remote Similarity	0.6056	NPC477645
Remote Similarity	0.6047	NPC21831
Remote Similarity	0.6047	NPC187547
Remote Similarity	0.6027	NPC14877
Remote Similarity	0.6027	NPC145178
Remote Similarity	0.6027	NPC475350
Remote Similarity	0.6011	NPC128237
Remote Similarity	0.6011	NPC83790
Remote Similarity	0.6	NPC471648
Remote Similarity	0.5991	NPC326027
Remote Similarity	0.5982	NPC478005
Remote Similarity	0.598	NPC471651
Remote Similarity	0.5973	NPC326333
Remote Similarity	0.5968	NPC468984
Remote Similarity	0.596	NPC254700
Remote Similarity	0.5946	NPC251036
Remote Similarity	0.593	NPC473502
Remote Similarity	0.5924	NPC472358
Remote Similarity	0.5924	NPC138365
Remote Similarity	0.5892	NPC307682
Remote Similarity	0.5891	NPC248670
Remote Similarity	0.5876	NPC256689
Remote Similarity	0.5876	NPC123011
Remote Similarity	0.587	NPC29650
Remote Similarity	0.5867	NPC287757
Remote Similarity	0.5867	NPC319320
Remote Similarity	0.5852	NPC478141
Remote Similarity	0.5829	NPC63931
Remote Similarity	0.5822	NPC328763
Remote Similarity	0.5819	NPC270807
Remote Similarity	0.5819	NPC174915
Remote Similarity	0.5792	NPC475123
Remote Similarity	0.5792	NPC475204
Remote Similarity	0.5789	NPC128683
Remote Similarity	0.5787	NPC323662
Remote Similarity	0.5784	NPC158277
Remote Similarity	0.5782	NPC471650
Remote Similarity	0.578	NPC11821
Remote Similarity	0.5777	NPC194671
Remote Similarity	0.5777	NPC269750
Remote Similarity	0.5762	NPC276120
Remote Similarity	0.5759	NPC135121
Remote Similarity	0.5758	NPC473194
Remote Similarity	0.5756	NPC8467
Remote Similarity	0.5749	NPC153554
Remote Similarity	0.5747	NPC76844
Remote Similarity	0.5744	NPC39431
Remote Similarity	0.5739	NPC244862
Remote Similarity	0.5739	NPC67345
Remote Similarity	0.5737	NPC477217
Remote Similarity	0.5737	NPC201244
Remote Similarity	0.5734	NPC268170
Remote Similarity	0.5728	NPC473407
Remote Similarity	0.5728	NPC473378
Remote Similarity	0.5727	NPC255861
Remote Similarity	0.5727	NPC93574
Remote Similarity	0.5714	NPC235194
Remote Similarity	0.5714	NPC138083
Remote Similarity	0.5707	NPC26108
Remote Similarity	0.5707	NPC279871
Remote Similarity	0.5707	NPC164608
Remote Similarity	0.5707	NPC471165
Remote Similarity	0.5701	NPC165538
Remote Similarity	0.5698	NPC1811
Remote Similarity	0.5698	NPC26157
Remote Similarity	0.5696	NPC478007
Remote Similarity	0.5693	NPC209463
Remote Similarity	0.5688	NPC123859
Remote Similarity	0.5686	NPC89831
Remote Similarity	0.5682	NPC291619
Remote Similarity	0.5682	NPC254958
Remote Similarity	0.5682	NPC311357
Remote Similarity	0.5681	NPC64140
Remote Similarity	0.5681	NPC122427
Remote Similarity	0.5681	NPC174122
Remote Similarity	0.5676	NPC470392
Remote Similarity	0.5673	NPC32064
Remote Similarity	0.5668	NPC144314
Remote Similarity	0.5667	NPC471050
Remote Similarity	0.5667	NPC471048
Remote Similarity	0.5667	NPC471049
Remote Similarity	0.5662	NPC476661
Remote Similarity	0.5662	NPC242728
Remote Similarity	0.5659	NPC306804
Remote Similarity	0.5659	NPC137627
Remote Similarity	0.5659	NPC273755
Remote Similarity	0.5657	NPC476031
Remote Similarity	0.5657	NPC476014
Remote Similarity	0.5654	NPC248822
Remote Similarity	0.5652	NPC475609
Remote Similarity	0.565	NPC473193
Remote Similarity	0.5647	NPC478008
Remote Similarity	0.5646	NPC477637
Remote Similarity	0.5642	NPC50548
Remote Similarity	0.5637	NPC46009
Remote Similarity	0.5636	NPC476662
Remote Similarity	0.5636	NPC214368
Remote Similarity	0.5635	NPC473580
Remote Similarity	0.5634	NPC234069
Remote Similarity	0.5631	NPC257511
Remote Similarity	0.5628	NPC313587
Remote Similarity	0.5628	NPC315893
Remote Similarity	0.5628	NPC316110
Remote Similarity	0.5625	NPC470746
Remote Similarity	0.5625	NPC471336
Remote Similarity	0.5625	NPC81026
Remote Similarity	0.5625	NPC217180
Remote Similarity	0.5625	NPC312525
Remote Similarity	0.5623	NPC315411
Remote Similarity	0.5622	NPC149962
Remote Similarity	0.5619	NPC283783
Remote Similarity	0.5616	NPC471652
Remote Similarity	0.5612	NPC262166
Remote Similarity	0.5608	NPC170604
Remote Similarity	0.5608	NPC215109
Remote Similarity	0.5607	NPC329961
Remote Similarity	0.5604	NPC50016
Remote Similarity	0.5602	NPC156768
Remote Similarity	0.56	NPC205523

Drug Structure

NPD1987 OpenBabel08211701392D 32 34 0 0 1 0 0 0 0 0999 V2000 0.7765 1.8978 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5136 -0.3082 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6749 -0.8529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2548 0.6577 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.2247 0.2247 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.7321 2.0000 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 -5.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4836 1.1907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.2561 0.7100 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.4641 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -3.5981 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 -2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 1 0 0 0 0 2 4 2 0 0 0 0 3 8 2 0 0 0 0 4 27 1 0 0 0 0 5 7 1 0 0 0 0 5 28 1 0 0 0 0 6 7 1 0 0 0 0 6 29 1 0 0 0 0 7 11 2 0 0 0 0 8 9 1 0 0 0 0 8 27 1 0 0 0 0 9 12 1 0 0 0 0 9 19 2 0 0 0 0 10 13 1 0 0 0 0 10 14 1 0 0 0 0 10 18 1 1 0 0 0 11 15 1 0 0 0 0 11 20 1 0 0 0 0 12 18 2 3 0 0 0 12 21 1 0 0 0 0 13 20 1 0 0 0 0 13 22 2 0 0 0 0 14 20 1 0 0 0 0 14 29 1 1 0 0 0 15 23 2 0 0 0 0 15 24 1 0 0 0 0 16 17 2 0 0 0 0 16 25 1 0 0 0 0 16 28 1 0 0 0 0 17 30 1 0 0 0 0 19 26 1 0 0 0 0 24 31 1 0 0 0 0 25 32 1 0 0 0 0 M CHG 1 21 -1 M END $$$$

External Identifiers

TTD	DAP000445
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	23670318
ChEBI
CAS Number

Drug Properties

Molecular Weight	423.06
ALogP	-1.062
MLogP	1.79
XLogP	0.428
HDA	9
HBD	3
Rotatable Bonds	12
TPSA	206.37
RO5 Violation	0