NPASS drugs

Drug Information

Drug ID:	NPD4904
Drug Name:	Cefsulodin
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(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-IKZMBGHXSA-O
Max Developmental Stage:	Approved
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4904

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	289
0.1-0.2	2696
0.2-0.3	9995
0.3-0.4	12890
0.4-0.5	2403
0.5-0.6	2108
0.6-0.7	497
0.7-0.8	11
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	0.8756	NPC143325
Intermediate Similarity	0.7337	NPC13470
Intermediate Similarity	0.7246	NPC248782
Intermediate Similarity	0.7225	NPC98864
Intermediate Similarity	0.7183	NPC475024
Intermediate Similarity	0.7149	NPC478141
Intermediate Similarity	0.713	NPC110602
Intermediate Similarity	0.713	NPC31385
Intermediate Similarity	0.713	NPC75726
Intermediate Similarity	0.7109	NPC182507
Intermediate Similarity	0.7042	NPC314930
Intermediate Similarity	0.7042	NPC214827
Remote Similarity	0.699	NPC41717
Remote Similarity	0.6954	NPC315388
Remote Similarity	0.69	NPC477516
Remote Similarity	0.69	NPC469938
Remote Similarity	0.6887	NPC313421
Remote Similarity	0.6861	NPC313804
Remote Similarity	0.6861	NPC315804
Remote Similarity	0.6857	NPC294693
Remote Similarity	0.684	NPC212213
Remote Similarity	0.6829	NPC207851
Remote Similarity	0.6806	NPC473239
Remote Similarity	0.6798	NPC186351
Remote Similarity	0.6763	NPC94752
Remote Similarity	0.6761	NPC474916
Remote Similarity	0.6757	NPC29702
Remote Similarity	0.6757	NPC328029
Remote Similarity	0.675	NPC91895
Remote Similarity	0.6744	NPC471944
Remote Similarity	0.6729	NPC293917
Remote Similarity	0.6722	NPC153400
Remote Similarity	0.6713	NPC57398
Remote Similarity	0.6707	NPC478013
Remote Similarity	0.6701	NPC312860
Remote Similarity	0.67	NPC203754
Remote Similarity	0.67	NPC150048
Remote Similarity	0.6683	NPC477976
Remote Similarity	0.6682	NPC239954
Remote Similarity	0.668	NPC315893
Remote Similarity	0.668	NPC313587
Remote Similarity	0.668	NPC316110
Remote Similarity	0.6667	NPC228835
Remote Similarity	0.6667	NPC471177
Remote Similarity	0.6667	NPC59779
Remote Similarity	0.6667	NPC124542
Remote Similarity	0.6667	NPC248454
Remote Similarity	0.6652	NPC147983
Remote Similarity	0.6652	NPC177996
Remote Similarity	0.6652	NPC63279
Remote Similarity	0.6651	NPC198673
Remote Similarity	0.6651	NPC160127
Remote Similarity	0.6651	NPC50997
Remote Similarity	0.6649	NPC468984
Remote Similarity	0.6636	NPC211813
Remote Similarity	0.6635	NPC473763
Remote Similarity	0.6635	NPC117244
Remote Similarity	0.6634	NPC273532
Remote Similarity	0.6624	NPC297642
Remote Similarity	0.662	NPC20593
Remote Similarity	0.6619	NPC213629
Remote Similarity	0.6606	NPC200836
Remote Similarity	0.6605	NPC168911
Remote Similarity	0.6602	NPC24864
Remote Similarity	0.66	NPC477975
Remote Similarity	0.66	NPC471178
Remote Similarity	0.6593	NPC281049
Remote Similarity	0.6591	NPC316403
Remote Similarity	0.6587	NPC470003
Remote Similarity	0.6587	NPC165495
Remote Similarity	0.6586	NPC314056
Remote Similarity	0.6571	NPC17059
Remote Similarity	0.6553	NPC11126
Remote Similarity	0.6543	NPC114310
Remote Similarity	0.6538	NPC163055
Remote Similarity	0.6537	NPC24370
Remote Similarity	0.6537	NPC319232
Remote Similarity	0.6535	NPC478011
Remote Similarity	0.6535	NPC478012
Remote Similarity	0.653	NPC53144
Remote Similarity	0.6528	NPC470499
Remote Similarity	0.6528	NPC302159
Remote Similarity	0.6518	NPC111732
Remote Similarity	0.651	NPC314176
Remote Similarity	0.6509	NPC476491
Remote Similarity	0.6498	NPC28945
Remote Similarity	0.6498	NPC100321
Remote Similarity	0.6497	NPC263455
Remote Similarity	0.6481	NPC473814
Remote Similarity	0.6481	NPC78767
Remote Similarity	0.6476	NPC311282
Remote Similarity	0.6468	NPC478182
Remote Similarity	0.6468	NPC478184
Remote Similarity	0.6468	NPC470497
Remote Similarity	0.6465	NPC93390
Remote Similarity	0.6465	NPC135950
Remote Similarity	0.6462	NPC182814
Remote Similarity	0.646	NPC478157
Remote Similarity	0.6456	NPC476419
Remote Similarity	0.6452	NPC171317
Remote Similarity	0.6452	NPC473640
Remote Similarity	0.645	NPC64216
Remote Similarity	0.645	NPC322644
Remote Similarity	0.6444	NPC471194
Remote Similarity	0.6444	NPC75634
Remote Similarity	0.6444	NPC471193
Remote Similarity	0.6441	NPC323927
Remote Similarity	0.6432	NPC316224
Remote Similarity	0.6425	NPC473376
Remote Similarity	0.6425	NPC472259
Remote Similarity	0.6422	NPC19170
Remote Similarity	0.6422	NPC103361
Remote Similarity	0.6417	NPC322488
Remote Similarity	0.6415	NPC278434
Remote Similarity	0.641	NPC477974
Remote Similarity	0.6406	NPC321939
Remote Similarity	0.6404	NPC79386
Remote Similarity	0.6402	NPC127647
Remote Similarity	0.6402	NPC129909
Remote Similarity	0.64	NPC293487
Remote Similarity	0.64	NPC72956
Remote Similarity	0.6398	NPC318020
Remote Similarity	0.6398	NPC165743
Remote Similarity	0.6398	NPC15102
Remote Similarity	0.6398	NPC89987
Remote Similarity	0.6394	NPC248462
Remote Similarity	0.6394	NPC283219
Remote Similarity	0.6392	NPC167400
Remote Similarity	0.6391	NPC272174
Remote Similarity	0.6389	NPC202812
Remote Similarity	0.6386	NPC189116
Remote Similarity	0.6384	NPC478158
Remote Similarity	0.6383	NPC326363
Remote Similarity	0.6381	NPC243058
Remote Similarity	0.6381	NPC48938
Remote Similarity	0.638	NPC75498
Remote Similarity	0.6379	NPC229893
Remote Similarity	0.6372	NPC153980
Remote Similarity	0.6372	NPC6865
Remote Similarity	0.6371	NPC220852
Remote Similarity	0.6371	NPC323752
Remote Similarity	0.6368	NPC244536
Remote Similarity	0.6368	NPC131718
Remote Similarity	0.6367	NPC478030
Remote Similarity	0.6364	NPC474896
Remote Similarity	0.6364	NPC271792
Remote Similarity	0.6364	NPC324611
Remote Similarity	0.6364	NPC475506
Remote Similarity	0.636	NPC285343
Remote Similarity	0.6359	NPC254798
Remote Similarity	0.6356	NPC220594
Remote Similarity	0.6356	NPC469562
Remote Similarity	0.6356	NPC85273
Remote Similarity	0.6356	NPC475859
Remote Similarity	0.6356	NPC475969
Remote Similarity	0.6356	NPC474877
Remote Similarity	0.6355	NPC329961
Remote Similarity	0.6355	NPC122427
Remote Similarity	0.6351	NPC12944
Remote Similarity	0.6351	NPC469563
Remote Similarity	0.6351	NPC25442
Remote Similarity	0.6347	NPC192674
Remote Similarity	0.6346	NPC28848
Remote Similarity	0.6346	NPC14325
Remote Similarity	0.6344	NPC74562
Remote Similarity	0.6344	NPC151781
Remote Similarity	0.6344	NPC316181
Remote Similarity	0.634	NPC297862
Remote Similarity	0.6339	NPC287208
Remote Similarity	0.6339	NPC266249
Remote Similarity	0.6336	NPC253987
Remote Similarity	0.6336	NPC31097
Remote Similarity	0.6335	NPC155143
Remote Similarity	0.6332	NPC469727
Remote Similarity	0.633	NPC74153
Remote Similarity	0.6327	NPC82370
Remote Similarity	0.6324	NPC98187
Remote Similarity	0.6324	NPC471311
Remote Similarity	0.6324	NPC306397
Remote Similarity	0.6324	NPC471313
Remote Similarity	0.6324	NPC478183
Remote Similarity	0.6318	NPC478028
Remote Similarity	0.6316	NPC248041
Remote Similarity	0.6316	NPC126709
Remote Similarity	0.6316	NPC256268
Remote Similarity	0.6314	NPC477175
Remote Similarity	0.6314	NPC470729
Remote Similarity	0.6314	NPC477176
Remote Similarity	0.6314	NPC470730
Remote Similarity	0.6311	NPC302647
Remote Similarity	0.6309	NPC476817
Remote Similarity	0.6305	NPC78375
Remote Similarity	0.6305	NPC476446
Remote Similarity	0.6305	NPC469813
Remote Similarity	0.6304	NPC314270
Remote Similarity	0.6303	NPC325093
Remote Similarity	0.6295	NPC54420
Remote Similarity	0.6295	NPC156044
Remote Similarity	0.6293	NPC63751
Remote Similarity	0.6292	NPC184225

Drug Structure

NPD4904 OpenBabel08211706322D 41 44 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 3 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 0 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 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 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 10.9632 1.2591 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 -0.8660 1.5000 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 0 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 27 38 1 0 0 0 0 28 39 1 0 0 0 0 31 40 1 0 0 0 0 32 36 2 0 0 0 0 33 36 1 0 0 0 0 33 41 1 0 0 0 0 34 36 2 0 0 0 0 M CHG 1 25 1 M END $$$$

External Identifiers

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

Drug Properties

Molecular Weight	533.08
ALogP	-2.766
MLogP	2.34
XLogP	1.024
HDA	11
HBD	5
Rotatable Bonds	12
TPSA	226.21
RO5 Violation	1