NPASS drugs

Drug Information

Drug ID:	NPD2856
Drug Name:
Molecular Formula:	C18H18N6O8S3
Canonical SMILES:	OC(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)CSc1nnnn1CS(=O)(=O)O)C(c1ccccc1)O
Standard InCHI:	InChI=1S/C18H18N6O8S3/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32)/t11-,13?,16-/m1/s1
Standard InCHIKey:	DYAIAHUQIPBDIP-UJBKNGIVSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2856

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	175
0.1-0.2	1179
0.2-0.3	7642
0.3-0.4	13964
0.4-0.5	7241
0.5-0.6	614
0.6-0.7	74
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	0.7175	NPC13470
Remote Similarity	0.6878	NPC315388
Remote Similarity	0.6742	NPC468984
Remote Similarity	0.6575	NPC471680
Remote Similarity	0.648	NPC317362
Remote Similarity	0.648	NPC318930
Remote Similarity	0.6417	NPC286551
Remote Similarity	0.6402	NPC478005
Remote Similarity	0.6396	NPC317725
Remote Similarity	0.6396	NPC326407
Remote Similarity	0.6393	NPC322878
Remote Similarity	0.6373	NPC63931
Remote Similarity	0.6341	NPC329961
Remote Similarity	0.6341	NPC122427
Remote Similarity	0.6333	NPC127741
Remote Similarity	0.6324	NPC128237
Remote Similarity	0.6324	NPC83790
Remote Similarity	0.629	NPC105717
Remote Similarity	0.6269	NPC153554
Remote Similarity	0.6237	NPC471052
Remote Similarity	0.6237	NPC471053
Remote Similarity	0.6237	NPC471051
Remote Similarity	0.6202	NPC165538
Remote Similarity	0.6193	NPC280022
Remote Similarity	0.6184	NPC60516
Remote Similarity	0.6181	NPC248670
Remote Similarity	0.618	NPC300315
Remote Similarity	0.6176	NPC471048
Remote Similarity	0.6176	NPC471049
Remote Similarity	0.6176	NPC471050
Remote Similarity	0.615	NPC26108
Remote Similarity	0.615	NPC135121
Remote Similarity	0.6147	NPC14877
Remote Similarity	0.6147	NPC145178
Remote Similarity	0.6147	NPC475350
Remote Similarity	0.6143	NPC477632
Remote Similarity	0.6143	NPC477638
Remote Similarity	0.6142	NPC63040
Remote Similarity	0.614	NPC143325
Remote Similarity	0.6136	NPC251036
Remote Similarity	0.6135	NPC102959
Remote Similarity	0.6132	NPC477527
Remote Similarity	0.6129	NPC201244
Remote Similarity	0.6129	NPC477217
Remote Similarity	0.6122	NPC5719
Remote Similarity	0.6122	NPC217804
Remote Similarity	0.6122	NPC210377
Remote Similarity	0.6122	NPC22883
Remote Similarity	0.6095	NPC302715
Remote Similarity	0.6091	NPC15068
Remote Similarity	0.6089	NPC478007
Remote Similarity	0.6087	NPC476259
Remote Similarity	0.6078	NPC476321
Remote Similarity	0.6077	NPC477526
Remote Similarity	0.6073	NPC122590
Remote Similarity	0.607	NPC471165
Remote Similarity	0.6066	NPC184933
Remote Similarity	0.6066	NPC59827
Remote Similarity	0.6064	NPC311658
Remote Similarity	0.6053	NPC473491
Remote Similarity	0.6053	NPC475168
Remote Similarity	0.6053	NPC7817
Remote Similarity	0.605	NPC89831
Remote Similarity	0.6049	NPC471526
Remote Similarity	0.6043	NPC315266
Remote Similarity	0.6035	NPC478008
Remote Similarity	0.6034	NPC469666
Remote Similarity	0.6029	NPC473305
Remote Similarity	0.6029	NPC163961
Remote Similarity	0.601	NPC4910
Remote Similarity	0.601	NPC476268
Remote Similarity	0.601	NPC94862
Remote Similarity	0.601	NPC329731
Remote Similarity	0.6	NPC2501
Remote Similarity	0.6	NPC283783
Remote Similarity	0.599	NPC477462
Remote Similarity	0.5989	NPC52748
Remote Similarity	0.598	NPC97526
Remote Similarity	0.598	NPC119652
Remote Similarity	0.5978	NPC68865
Remote Similarity	0.5972	NPC477631
Remote Similarity	0.5969	NPC471527
Remote Similarity	0.5969	NPC475544
Remote Similarity	0.5969	NPC469243
Remote Similarity	0.5968	NPC168113
Remote Similarity	0.5966	NPC252878
Remote Similarity	0.5959	NPC470902
Remote Similarity	0.5957	NPC209509
Remote Similarity	0.5952	NPC477636
Remote Similarity	0.5949	NPC323336
Remote Similarity	0.5949	NPC326349
Remote Similarity	0.5946	NPC469445
Remote Similarity	0.5946	NPC89489
Remote Similarity	0.5941	NPC273755
Remote Similarity	0.5941	NPC137627
Remote Similarity	0.5936	NPC197682
Remote Similarity	0.5936	NPC176226
Remote Similarity	0.5936	NPC161069
Remote Similarity	0.5932	NPC46427
Remote Similarity	0.5928	NPC473580
Remote Similarity	0.5926	NPC314358
Remote Similarity	0.5926	NPC262077
Remote Similarity	0.5922	NPC477637
Remote Similarity	0.592	NPC475204
Remote Similarity	0.592	NPC475123
Remote Similarity	0.5918	NPC62104
Remote Similarity	0.5918	NPC1390
Remote Similarity	0.5911	NPC473354
Remote Similarity	0.5911	NPC17698
Remote Similarity	0.5909	NPC202521
Remote Similarity	0.5907	NPC262166
Remote Similarity	0.5904	NPC314388
Remote Similarity	0.5904	NPC315283
Remote Similarity	0.5897	NPC475196
Remote Similarity	0.5895	NPC329761
Remote Similarity	0.5895	NPC225648
Remote Similarity	0.5895	NPC145113
Remote Similarity	0.5892	NPC471265
Remote Similarity	0.5892	NPC471264
Remote Similarity	0.5888	NPC329295
Remote Similarity	0.5882	NPC476989
Remote Similarity	0.5882	NPC269398
Remote Similarity	0.5882	NPC263493
Remote Similarity	0.5882	NPC50016
Remote Similarity	0.5882	NPC469444
Remote Similarity	0.5879	NPC223207
Remote Similarity	0.5873	NPC316008
Remote Similarity	0.5873	NPC266741
Remote Similarity	0.5873	NPC313867
Remote Similarity	0.5867	NPC324850
Remote Similarity	0.5865	NPC294951
Remote Similarity	0.586	NPC242159
Remote Similarity	0.586	NPC132636
Remote Similarity	0.586	NPC313694
Remote Similarity	0.5855	NPC162104
Remote Similarity	0.5855	NPC233702
Remote Similarity	0.5852	NPC476990
Remote Similarity	0.585	NPC304074
Remote Similarity	0.585	NPC290755
Remote Similarity	0.585	NPC471771
Remote Similarity	0.5849	NPC473378
Remote Similarity	0.5849	NPC473407
Remote Similarity	0.5847	NPC246079
Remote Similarity	0.5843	NPC474082
Remote Similarity	0.5843	NPC6975
Remote Similarity	0.5843	NPC175726
Remote Similarity	0.5842	NPC81026
Remote Similarity	0.5842	NPC40234
Remote Similarity	0.5842	NPC274198
Remote Similarity	0.5842	NPC276506
Remote Similarity	0.5842	NPC198254
Remote Similarity	0.5841	NPC80514
Remote Similarity	0.5838	NPC244336
Remote Similarity	0.5833	NPC279871
Remote Similarity	0.5829	NPC163392
Remote Similarity	0.5829	NPC239762
Remote Similarity	0.5825	NPC45037
Remote Similarity	0.5821	NPC209463
Remote Similarity	0.5821	NPC302597
Remote Similarity	0.5821	NPC294516
Remote Similarity	0.5821	NPC107938
Remote Similarity	0.582	NPC476978
Remote Similarity	0.5817	NPC161143
Remote Similarity	0.5815	NPC287401
Remote Similarity	0.5814	NPC477639
Remote Similarity	0.5812	NPC16188
Remote Similarity	0.5812	NPC138775
Remote Similarity	0.5808	NPC114806
Remote Similarity	0.5801	NPC319766
Remote Similarity	0.58	NPC472923
Remote Similarity	0.5792	NPC186617
Remote Similarity	0.5792	NPC130309
Remote Similarity	0.5789	NPC5620
Remote Similarity	0.5787	NPC197743
Remote Similarity	0.5787	NPC297145
Remote Similarity	0.5784	NPC475532
Remote Similarity	0.5781	NPC471821
Remote Similarity	0.5781	NPC471820
Remote Similarity	0.5779	NPC73655
Remote Similarity	0.5775	NPC178662
Remote Similarity	0.5775	NPC92784
Remote Similarity	0.5775	NPC470884
Remote Similarity	0.5775	NPC476133
Remote Similarity	0.5775	NPC98424
Remote Similarity	0.5773	NPC75498
Remote Similarity	0.5771	NPC61004
Remote Similarity	0.5769	NPC473404
Remote Similarity	0.5766	NPC220060
Remote Similarity	0.5765	NPC244509
Remote Similarity	0.5764	NPC471568
Remote Similarity	0.5764	NPC473693
Remote Similarity	0.5762	NPC96016
Remote Similarity	0.5761	NPC325479
Remote Similarity	0.5758	NPC24617
Remote Similarity	0.5756	NPC476227
Remote Similarity	0.5756	NPC158277
Remote Similarity	0.5756	NPC165285
Remote Similarity	0.5749	NPC269750
Remote Similarity	0.5749	NPC194671
Remote Similarity	0.5745	NPC268841

Drug Structure

NPD2856 OpenBabel08211702562D 39 42 0 0 1 0 0 0 0 0999 V2000 8.4248 -6.5947 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5338 -7.0487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.4771 -5.5961 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6951 -6.5040 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6384 -5.0514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4033 -1.8412 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9385 -0.1939 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7474 -5.5054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1465 -1.1720 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.2314 -3.8715 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.0975 -1.4811 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9087 -4.9608 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 5.0177 -5.4148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.9745 -3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5623 -3.1283 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.8407 -0.8119 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1791 -4.8701 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 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 0.9706 2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3054 -2.4592 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.9611 -3.9621 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9654 -6.4134 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9732 -3.2547 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.6327 0.1662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.7917 -1.1210 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 2.6112 -2.8193 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.9875 0.1151 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.8521 -3.5081 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.8041 -6.9580 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.5349 -0.4518 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 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 9 2 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 6 33 1 0 0 0 0 7 10 1 0 0 0 0 7 34 1 0 0 0 0 8 23 1 0 0 0 0 8 35 1 0 0 0 0 9 13 1 0 0 0 0 10 12 2 0 0 0 0 11 15 1 0 0 0 0 11 16 1 0 0 0 0 11 19 1 1 0 0 0 12 17 1 0 0 0 0 12 24 1 0 0 0 0 13 14 1 0 0 0 0 13 25 1 0 0 0 0 14 19 2 3 0 0 0 14 26 1 0 0 0 0 15 24 1 0 0 0 0 15 27 2 0 0 0 0 16 24 1 0 0 0 0 16 33 1 1 0 0 0 17 28 2 0 0 0 0 17 29 1 0 0 0 0 18 20 2 0 0 0 0 18 23 1 0 0 0 0 18 34 1 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 22 23 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 29 38 1 0 0 0 0 30 35 1 0 0 0 0 30 39 1 0 0 0 0 31 35 2 0 0 0 0 32 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP001173
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	43592
ChEBI
CAS Number

Drug Properties

Molecular Weight	542.03
ALogP	-1.0915
MLogP	1.57
XLogP	-0.528
HDA	14
HBD	4
Rotatable Bonds	13
TPSA	267.38
RO5 Violation	1