NPASS drugs

Drug Information

Drug ID:	NPD4905
Drug Name:
Molecular Formula:	C22H20N4O8S2
Canonical SMILES:	OC(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)C[n+]1ccc(cc1)C(=N)[O-])[C@H](S(=O)(=O)[O-])c1ccccc1
Standard InCHI:	InChI=1S/C22H20N4O8S2/c23-18(27)13-6-8-25(9-7-13)10-14-11-35-21-15(20(29)26(21)16(14)22(30)31)24-19(28)17(36(32,33)34)12-4-2-1-3-5-12/h1-9,15,17,21H,10-11H2,(H4-,23,24,27,28,30,31,32,33,34)/p-1/t15-,17-,21-/m1/s1
Standard InCHIKey:	SYLKGLMBLAAGSC-QLVMHMETSA-M
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4905

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	286
0.1-0.2	2658
0.2-0.3	9967
0.3-0.4	12904
0.4-0.5	2421
0.5-0.6	2116
0.6-0.7	525
0.7-0.8	12
0.8-0.85	0
0.85-0.9	1
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
High Similarity	0.8802	NPC143325
Intermediate Similarity	0.7377	NPC13470
Intermediate Similarity	0.7282	NPC248782
Intermediate Similarity	0.726	NPC98864
Intermediate Similarity	0.7217	NPC475024
Intermediate Similarity	0.7182	NPC478141
Intermediate Similarity	0.7163	NPC110602
Intermediate Similarity	0.7163	NPC31385
Intermediate Similarity	0.7163	NPC75726
Intermediate Similarity	0.7143	NPC182507
Intermediate Similarity	0.7075	NPC314930
Intermediate Similarity	0.7075	NPC214827
Intermediate Similarity	0.7026	NPC41717
Remote Similarity	0.699	NPC315388
Remote Similarity	0.6935	NPC469938
Remote Similarity	0.693	NPC477516
Remote Similarity	0.6919	NPC313421
Remote Similarity	0.6892	NPC313804
Remote Similarity	0.6892	NPC315804
Remote Similarity	0.689	NPC294693
Remote Similarity	0.6872	NPC212213
Remote Similarity	0.6863	NPC207851
Remote Similarity	0.6837	NPC473239
Remote Similarity	0.6828	NPC186351
Remote Similarity	0.6796	NPC94752
Remote Similarity	0.6793	NPC328029
Remote Similarity	0.6793	NPC29702
Remote Similarity	0.6792	NPC474916
Remote Similarity	0.6784	NPC91895
Remote Similarity	0.6776	NPC471944
Remote Similarity	0.6761	NPC293917
Remote Similarity	0.675	NPC153400
Remote Similarity	0.6744	NPC57398
Remote Similarity	0.6736	NPC312860
Remote Similarity	0.6734	NPC478013
Remote Similarity	0.6733	NPC203754
Remote Similarity	0.6733	NPC150048
Remote Similarity	0.6716	NPC477976
Remote Similarity	0.6714	NPC239954
Remote Similarity	0.6708	NPC316110
Remote Similarity	0.6708	NPC315893
Remote Similarity	0.6708	NPC313587
Remote Similarity	0.6701	NPC59779
Remote Similarity	0.6701	NPC124542
Remote Similarity	0.6701	NPC471177
Remote Similarity	0.67	NPC248454
Remote Similarity	0.6699	NPC228835
Remote Similarity	0.6684	NPC468984
Remote Similarity	0.6682	NPC198673
Remote Similarity	0.6682	NPC177996
Remote Similarity	0.6682	NPC50997
Remote Similarity	0.6682	NPC160127
Remote Similarity	0.6682	NPC147983
Remote Similarity	0.6681	NPC63279
Remote Similarity	0.6667	NPC117244
Remote Similarity	0.6667	NPC273532
Remote Similarity	0.6667	NPC473763
Remote Similarity	0.6667	NPC211813
Remote Similarity	0.6652	NPC297642
Remote Similarity	0.6651	NPC213629
Remote Similarity	0.6651	NPC20593
Remote Similarity	0.6636	NPC200836
Remote Similarity	0.6636	NPC168911
Remote Similarity	0.6634	NPC24864
Remote Similarity	0.6633	NPC477975
Remote Similarity	0.6633	NPC471178
Remote Similarity	0.6622	NPC281049
Remote Similarity	0.6621	NPC316403
Remote Similarity	0.6618	NPC470003
Remote Similarity	0.6618	NPC165495
Remote Similarity	0.6613	NPC314056
Remote Similarity	0.6603	NPC17059
Remote Similarity	0.6585	NPC11126
Remote Similarity	0.6578	NPC114310
Remote Similarity	0.657	NPC163055
Remote Similarity	0.6565	NPC24370
Remote Similarity	0.6565	NPC319232
Remote Similarity	0.6562	NPC302159
Remote Similarity	0.6561	NPC478011
Remote Similarity	0.6561	NPC478012
Remote Similarity	0.656	NPC53144
Remote Similarity	0.6558	NPC470499
Remote Similarity	0.6547	NPC111732
Remote Similarity	0.6537	NPC476491
Remote Similarity	0.6535	NPC314176
Remote Similarity	0.6531	NPC263455
Remote Similarity	0.6528	NPC100321
Remote Similarity	0.6525	NPC28945
Remote Similarity	0.6512	NPC78767
Remote Similarity	0.6512	NPC473814
Remote Similarity	0.6507	NPC311282
Remote Similarity	0.65	NPC478182
Remote Similarity	0.65	NPC478184
Remote Similarity	0.6498	NPC470497
Remote Similarity	0.6495	NPC135950
Remote Similarity	0.6495	NPC93390
Remote Similarity	0.6493	NPC182814
Remote Similarity	0.6489	NPC478157
Remote Similarity	0.6488	NPC476419
Remote Similarity	0.6482	NPC322644
Remote Similarity	0.6481	NPC171317
Remote Similarity	0.6481	NPC473640
Remote Similarity	0.6478	NPC64216
Remote Similarity	0.6473	NPC471193
Remote Similarity	0.6473	NPC75634
Remote Similarity	0.6473	NPC471194
Remote Similarity	0.6471	NPC323927
Remote Similarity	0.6458	NPC316224
Remote Similarity	0.6455	NPC473376
Remote Similarity	0.6455	NPC472259
Remote Similarity	0.6452	NPC103361
Remote Similarity	0.6452	NPC322488
Remote Similarity	0.645	NPC19170
Remote Similarity	0.6445	NPC278434
Remote Similarity	0.6443	NPC477974
Remote Similarity	0.6432	NPC129909
Remote Similarity	0.6432	NPC127647
Remote Similarity	0.6432	NPC79386
Remote Similarity	0.6432	NPC293487
Remote Similarity	0.6429	NPC15102
Remote Similarity	0.6429	NPC72956
Remote Similarity	0.6429	NPC318020
Remote Similarity	0.6426	NPC89987
Remote Similarity	0.6426	NPC165743
Remote Similarity	0.6425	NPC283219
Remote Similarity	0.6425	NPC248462
Remote Similarity	0.6425	NPC167400
Remote Similarity	0.6419	NPC202812
Remote Similarity	0.6419	NPC272174
Remote Similarity	0.6418	NPC189116
Remote Similarity	0.6413	NPC478158
Remote Similarity	0.6411	NPC48938
Remote Similarity	0.6411	NPC243058
Remote Similarity	0.641	NPC326363
Remote Similarity	0.6409	NPC75498
Remote Similarity	0.6407	NPC229893
Remote Similarity	0.64	NPC6865
Remote Similarity	0.64	NPC131718
Remote Similarity	0.64	NPC153980
Remote Similarity	0.6398	NPC323752
Remote Similarity	0.6398	NPC324611
Remote Similarity	0.6398	NPC220852
Remote Similarity	0.6395	NPC244536
Remote Similarity	0.6394	NPC271792
Remote Similarity	0.6393	NPC478030
Remote Similarity	0.6393	NPC475506
Remote Similarity	0.6392	NPC254798
Remote Similarity	0.6391	NPC474896
Remote Similarity	0.6387	NPC285343
Remote Similarity	0.6385	NPC329961
Remote Similarity	0.6385	NPC122427
Remote Similarity	0.6384	NPC85273
Remote Similarity	0.6384	NPC469562
Remote Similarity	0.6384	NPC220594
Remote Similarity	0.6383	NPC474877
Remote Similarity	0.6383	NPC475969
Remote Similarity	0.6383	NPC475859
Remote Similarity	0.638	NPC469563
Remote Similarity	0.638	NPC12944
Remote Similarity	0.638	NPC25442
Remote Similarity	0.6377	NPC28848
Remote Similarity	0.6377	NPC14325
Remote Similarity	0.6376	NPC192674
Remote Similarity	0.6372	NPC316181
Remote Similarity	0.6372	NPC151781
Remote Similarity	0.6372	NPC74562
Remote Similarity	0.6368	NPC266249
Remote Similarity	0.6368	NPC297862
Remote Similarity	0.6368	NPC287208
Remote Similarity	0.6367	NPC321939
Remote Similarity	0.6364	NPC31097
Remote Similarity	0.6364	NPC155143
Remote Similarity	0.6364	NPC253987
Remote Similarity	0.636	NPC469727
Remote Similarity	0.6359	NPC471313
Remote Similarity	0.6359	NPC471311
Remote Similarity	0.6359	NPC306397
Remote Similarity	0.6359	NPC74153
Remote Similarity	0.6356	NPC82370
Remote Similarity	0.6355	NPC98187
Remote Similarity	0.6355	NPC478183
Remote Similarity	0.6346	NPC126709
Remote Similarity	0.6346	NPC248041
Remote Similarity	0.6346	NPC256268
Remote Similarity	0.6345	NPC478028
Remote Similarity	0.6341	NPC302647
Remote Similarity	0.634	NPC470729
Remote Similarity	0.634	NPC477175
Remote Similarity	0.634	NPC477176
Remote Similarity	0.634	NPC470730
Remote Similarity	0.6337	NPC476446
Remote Similarity	0.6337	NPC469813
Remote Similarity	0.6337	NPC78375
Remote Similarity	0.6336	NPC476817
Remote Similarity	0.6333	NPC325093
Remote Similarity	0.6332	NPC314270
Remote Similarity	0.6324	NPC63751
Remote Similarity	0.6323	NPC54420
Remote Similarity	0.6323	NPC156044
Remote Similarity	0.6321	NPC90415

Drug Structure

NPD4905 OpenBabel08211706322D 39 42 0 0 1 0 0 0 0 0999 V2000 -2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.6172 0.3625 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.8419 -0.8622 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9101 -0.3446 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1348 -1.5694 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.4618 -2.0176 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2370 -0.7929 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 8.5831 0.1037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4959 -1.7588 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7887 -2.4659 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 9.2902 0.8108 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 2.8569 -2.4659 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5640 -1.2412 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 5.0476 -3.4319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0314 1.7767 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.1689 -1.3105 0.0000 N 0 3 0 0 0 0 0 0 0 0 0 0 3.8228 -2.2071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 10.2561 0.5520 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3569 -3.3320 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0135 -3.6907 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3405 -4.1390 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 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 4.2711 -0.5341 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 9.7385 2.4838 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5993 -5.1049 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 12 2 0 0 0 0 5 12 1 0 0 0 0 6 8 1 0 0 0 0 6 13 2 0 0 0 0 7 9 2 0 0 0 0 7 13 1 0 0 0 0 8 25 2 0 0 0 0 9 25 1 0 0 0 0 10 14 1 0 0 0 0 10 25 1 0 0 0 0 11 14 1 0 0 0 0 11 35 1 0 0 0 0 12 17 1 0 0 0 0 13 18 1 0 0 0 0 14 16 2 0 0 0 0 15 20 1 0 0 0 0 15 21 1 0 0 0 0 15 24 1 1 0 0 0 16 22 1 0 0 0 0 16 26 1 0 0 0 0 17 19 1 1 0 0 0 17 36 1 0 0 0 0 18 23 2 0 0 0 0 18 27 1 0 0 0 0 19 24 2 3 0 0 0 19 28 1 0 0 0 0 20 26 1 0 0 0 0 20 29 2 0 0 0 0 21 26 1 0 0 0 0 21 35 1 1 0 0 0 22 30 2 0 0 0 0 22 31 1 0 0 0 0 23 37 1 0 0 0 0 28 38 1 0 0 0 0 31 39 1 0 0 0 0 32 36 2 0 0 0 0 33 36 1 0 0 0 0 34 36 2 0 0 0 0 M CHG 3 25 1 27 -1 33 -1 M END $$$$

External Identifiers

TTD	DNAP001586
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	656644
ChEBI
CAS Number

Drug Properties

Molecular Weight	531.06
ALogP	-4.1216
MLogP	2.34
XLogP	1.024
HDA	11
HBD	3
Rotatable Bonds	12
TPSA	231.87
RO5 Violation	1