NPASS drugs

Drug Information

Drug ID:	NPD3803
Drug Name:
Molecular Formula:	C20H17N5O9S2
Canonical SMILES:	OC(=O)[C@H](c1ccc(c(c1)O)O)O/N=C(c1csc(=N)[nH]1)/C(=N[C@@H]1C(=O)N2[C@@H]1SCC=C2C(=O)O)O
Standard InCHI:	InChI=1S/C20H17N5O9S2/c21-20-22-8(6-36-20)12(24-34-14(19(32)33)7-1-2-10(26)11(27)5-7)15(28)23-13-16(29)25-9(18(30)31)3-4-35-17(13)25/h1-3,5-6,13-14,17,26-27H,4H2,(H2,21,22)(H,23,28)(H,30,31)(H,32,33)/b24-12+/t13-,14+,17-/m1/s1
Standard InCHIKey:	ILZCDOYRDFDUPN-UITOYEBDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3803

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	216
0.1-0.2	1244
0.2-0.3	5765
0.3-0.4	7536
0.4-0.5	11660
0.5-0.6	4299
0.6-0.7	168
0.7-0.8	2
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	0.7209	NPC478005
Intermediate Similarity	0.7157	NPC315388
Remote Similarity	0.6878	NPC153554
Remote Similarity	0.6858	NPC478007
Remote Similarity	0.6798	NPC478008
Remote Similarity	0.6729	NPC477632
Remote Similarity	0.6729	NPC477638
Remote Similarity	0.6716	NPC248670
Remote Similarity	0.6683	NPC475544
Remote Similarity	0.6667	NPC63931
Remote Similarity	0.6667	NPC477526
Remote Similarity	0.665	NPC280022
Remote Similarity	0.665	NPC473580
Remote Similarity	0.6636	NPC477631
Remote Similarity	0.662	NPC477636
Remote Similarity	0.662	NPC477639
Remote Similarity	0.66	NPC469243
Remote Similarity	0.6577	NPC246303
Remote Similarity	0.6575	NPC477551
Remote Similarity	0.6564	NPC13470
Remote Similarity	0.6562	NPC475350
Remote Similarity	0.6562	NPC145178
Remote Similarity	0.6562	NPC14877
Remote Similarity	0.656	NPC477552
Remote Similarity	0.656	NPC477550
Remote Similarity	0.6552	NPC304074
Remote Similarity	0.6552	NPC290755
Remote Similarity	0.6552	NPC471771
Remote Similarity	0.6549	NPC251036
Remote Similarity	0.6542	NPC240130
Remote Similarity	0.6542	NPC61332
Remote Similarity	0.6542	NPC60516
Remote Similarity	0.6537	NPC276506
Remote Similarity	0.6528	NPC302715
Remote Similarity	0.6526	NPC94862
Remote Similarity	0.652	NPC209463
Remote Similarity	0.6507	NPC97526
Remote Similarity	0.6507	NPC119652
Remote Similarity	0.6507	NPC194671
Remote Similarity	0.6507	NPC269750
Remote Similarity	0.6502	NPC223207
Remote Similarity	0.6498	NPC184933
Remote Similarity	0.6498	NPC59827
Remote Similarity	0.6495	NPC102959
Remote Similarity	0.6462	NPC294951
Remote Similarity	0.6456	NPC198254
Remote Similarity	0.6456	NPC274198
Remote Similarity	0.6449	NPC329731
Remote Similarity	0.6445	NPC473404
Remote Similarity	0.6445	NPC73555
Remote Similarity	0.6445	NPC477637
Remote Similarity	0.6442	NPC471165
Remote Similarity	0.6425	NPC89831
Remote Similarity	0.6411	NPC50016
Remote Similarity	0.6411	NPC196243
Remote Similarity	0.6409	NPC477527
Remote Similarity	0.6394	NPC273755
Remote Similarity	0.6389	NPC163961
Remote Similarity	0.6389	NPC473305
Remote Similarity	0.6385	NPC471049
Remote Similarity	0.6385	NPC471050
Remote Similarity	0.6385	NPC471048
Remote Similarity	0.6378	NPC128237
Remote Similarity	0.6378	NPC83790
Remote Similarity	0.6372	NPC4910
Remote Similarity	0.6364	NPC279871
Remote Similarity	0.6364	NPC17698
Remote Similarity	0.6346	NPC328494
Remote Similarity	0.6337	NPC323336
Remote Similarity	0.6337	NPC326349
Remote Similarity	0.6335	NPC323662
Remote Similarity	0.6329	NPC129486
Remote Similarity	0.6327	NPC473804
Remote Similarity	0.6321	NPC475409
Remote Similarity	0.6321	NPC170302
Remote Similarity	0.6321	NPC475564
Remote Similarity	0.6318	NPC476268
Remote Similarity	0.6316	NPC475532
Remote Similarity	0.6316	NPC306804
Remote Similarity	0.6313	NPC209865
Remote Similarity	0.6311	NPC61004
Remote Similarity	0.6303	NPC473546
Remote Similarity	0.6298	NPC475204
Remote Similarity	0.6298	NPC475123
Remote Similarity	0.6294	NPC119569
Remote Similarity	0.6286	NPC26108
Remote Similarity	0.6286	NPC158277
Remote Similarity	0.6286	NPC165285
Remote Similarity	0.6286	NPC476227
Remote Similarity	0.6279	NPC138083
Remote Similarity	0.6274	NPC45037
Remote Similarity	0.625	NPC66490
Remote Similarity	0.625	NPC35345
Remote Similarity	0.6244	NPC329295
Remote Similarity	0.6239	NPC64140
Remote Similarity	0.6239	NPC477666
Remote Similarity	0.6239	NPC174122
Remote Similarity	0.6227	NPC328763
Remote Similarity	0.622	NPC46009
Remote Similarity	0.622	NPC40234
Remote Similarity	0.6209	NPC473354
Remote Similarity	0.6193	NPC234069
Remote Similarity	0.6188	NPC39431
Remote Similarity	0.6186	NPC242159
Remote Similarity	0.6186	NPC313694
Remote Similarity	0.6178	NPC476662
Remote Similarity	0.6175	NPC276120
Remote Similarity	0.6168	NPC32064
Remote Similarity	0.6161	NPC137627
Remote Similarity	0.6157	NPC469444
Remote Similarity	0.6147	NPC469445
Remote Similarity	0.6147	NPC92235
Remote Similarity	0.6147	NPC96275
Remote Similarity	0.6143	NPC196091
Remote Similarity	0.614	NPC329816
Remote Similarity	0.614	NPC476321
Remote Similarity	0.6134	NPC6913
Remote Similarity	0.6133	NPC242728
Remote Similarity	0.6133	NPC476661
Remote Similarity	0.6133	NPC469443
Remote Similarity	0.6132	NPC318930
Remote Similarity	0.6132	NPC317725
Remote Similarity	0.6132	NPC317362
Remote Similarity	0.6132	NPC159767
Remote Similarity	0.6132	NPC326407
Remote Similarity	0.6132	NPC155506
Remote Similarity	0.6129	NPC299806
Remote Similarity	0.6129	NPC235194
Remote Similarity	0.6124	NPC107938
Remote Similarity	0.6124	NPC294516
Remote Similarity	0.6116	NPC50548
Remote Similarity	0.6114	NPC220060
Remote Similarity	0.6111	NPC471526
Remote Similarity	0.6106	NPC158900
Remote Similarity	0.6103	NPC254053
Remote Similarity	0.61	NPC105717
Remote Similarity	0.6095	NPC186617
Remote Similarity	0.6092	NPC478141
Remote Similarity	0.6091	NPC51047
Remote Similarity	0.6091	NPC475196
Remote Similarity	0.6091	NPC29531
Remote Similarity	0.6091	NPC468984
Remote Similarity	0.6089	NPC233702
Remote Similarity	0.6087	NPC241794
Remote Similarity	0.6082	NPC471749
Remote Similarity	0.6081	NPC314083
Remote Similarity	0.608	NPC81026
Remote Similarity	0.6071	NPC144314
Remote Similarity	0.6066	NPC471568
Remote Similarity	0.6066	NPC473693
Remote Similarity	0.605	NPC16188
Remote Similarity	0.6048	NPC473502
Remote Similarity	0.6048	NPC328649
Remote Similarity	0.6047	NPC475421
Remote Similarity	0.6047	NPC181905
Remote Similarity	0.6043	NPC16249
Remote Similarity	0.604	NPC20755
Remote Similarity	0.6039	NPC114806
Remote Similarity	0.6038	NPC230611
Remote Similarity	0.603	NPC471680
Remote Similarity	0.603	NPC266741
Remote Similarity	0.6027	NPC149962
Remote Similarity	0.602	NPC9373
Remote Similarity	0.6019	NPC39822
Remote Similarity	0.6018	NPC471196
Remote Similarity	0.6018	NPC123859
Remote Similarity	0.6018	NPC471195
Remote Similarity	0.601	NPC251439
Remote Similarity	0.6	NPC256935
Remote Similarity	0.6	NPC244509
Remote Similarity	0.599	NPC471283
Remote Similarity	0.599	NPC48202
Remote Similarity	0.599	NPC24617
Remote Similarity	0.599	NPC244336
Remote Similarity	0.5983	NPC477665
Remote Similarity	0.5982	NPC80514
Remote Similarity	0.5981	NPC164608
Remote Similarity	0.5981	NPC473402
Remote Similarity	0.5981	NPC477462
Remote Similarity	0.598	NPC286551
Remote Similarity	0.598	NPC56685
Remote Similarity	0.598	NPC202198
Remote Similarity	0.598	NPC262166
Remote Similarity	0.5973	NPC246591
Remote Similarity	0.5966	NPC475609
Remote Similarity	0.5963	NPC470112
Remote Similarity	0.5963	NPC167763
Remote Similarity	0.5963	NPC470903
Remote Similarity	0.5963	NPC469973
Remote Similarity	0.5961	NPC473491
Remote Similarity	0.5957	NPC326027
Remote Similarity	0.5956	NPC108847
Remote Similarity	0.595	NPC477279
Remote Similarity	0.5949	NPC25581
Remote Similarity	0.5949	NPC61
Remote Similarity	0.5949	NPC18074
Remote Similarity	0.5949	NPC5419
Remote Similarity	0.594	NPC326333
Remote Similarity	0.5939	NPC473055
Remote Similarity	0.5939	NPC473052

Drug Structure

NPD3803 OpenBabel08211704332D 43 46 0 0 1 0 0 0 0 0999 V2000 6.6921 -2.7932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.3992 -3.5003 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 -2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4674 -4.0179 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1877 -3.4797 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7262 -3.0520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 0.0000 C 0 0 0 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 7.1404 -4.4662 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1745 -4.7250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 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 5.0191 -2.3449 0.0000 C 0 0 1 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 5.2779 -1.3789 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2060 -4.7371 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5644 -5.6707 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7506 -3.8985 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 3.3461 -1.8966 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 7.8475 -5.1733 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.9157 -5.6909 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 O 0 0 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 6.2438 -1.1201 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.5708 -0.6718 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0532 -2.6037 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 1.2401 -4.4783 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.5521 -5.8272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.7493 -3.8461 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.5887 -6.1392 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 6.6228 -6.3980 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.1340 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.6049 -0.9306 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 7 1 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 9 2 0 0 0 0 4 35 1 0 0 0 0 5 7 2 0 0 0 0 5 11 1 0 0 0 0 6 8 2 0 0 0 0 6 36 1 0 0 0 0 7 14 1 0 0 0 0 8 12 1 0 0 0 0 8 22 1 0 0 0 0 9 18 1 0 0 0 0 9 25 1 0 0 0 0 10 11 2 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 15 1 0 0 0 0 12 24 2 0 0 0 0 13 16 1 0 0 0 0 13 17 1 0 0 0 0 13 23 1 1 0 0 0 14 19 1 6 0 0 0 14 34 1 0 0 0 0 15 23 2 3 0 0 0 15 28 1 0 0 0 0 16 25 1 0 0 0 0 16 29 2 0 0 0 0 17 25 1 0 0 0 0 17 35 1 1 0 0 0 18 30 2 0 0 0 0 18 31 1 0 0 0 0 19 32 2 0 0 0 0 19 33 1 0 0 0 0 20 21 2 0 0 0 0 20 22 1 0 0 0 0 20 36 1 0 0 0 0 21 37 1 0 0 0 0 22 38 1 0 0 0 0 24 34 1 0 0 0 0 26 39 1 0 0 0 0 27 40 1 0 0 0 0 28 41 1 0 0 0 0 31 42 1 0 0 0 0 33 43 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007278
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	535.05
ALogP	-1.8027
MLogP	1.9
XLogP	1.499
HDA	10
HBD	7
Rotatable Bonds	13
TPSA	276.03
RO5 Violation	1