NPASS drugs

Drug Information

Drug ID:	NPD3747
Drug Name:	FR-171113
Molecular Formula:	C20H12Cl3NO4S
Canonical SMILES:	COC(=O)/C=c1/s/c(=C/C(=O)c2ccc(c(c2)Cl)Cl)/n(c1=O)c1ccc(cc1)Cl
Standard InCHI:	InChI=1S/C20H12Cl3NO4S/c1-28-19(26)10-17-20(27)24(13-5-3-12(21)4-6-13)18(29-17)9-16(25)11-2-7-14(22)15(23)8-11/h2-10H,1H3/b17-10+,18-9+
Standard InCHIKey:	ZGFHUYIOSKNEKW-SCNFBCNRSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3747

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	220
0.1-0.2	2044
0.2-0.3	7472
0.3-0.4	12052
0.4-0.5	8274
0.5-0.6	774
0.6-0.7	54
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	0.6667	NPC257490
Remote Similarity	0.6604	NPC470343
Remote Similarity	0.6604	NPC472244
Remote Similarity	0.6584	NPC209389
Remote Similarity	0.6582	NPC254698
Remote Similarity	0.6538	NPC291962
Remote Similarity	0.6538	NPC177684
Remote Similarity	0.6538	NPC226143
Remote Similarity	0.6497	NPC161956
Remote Similarity	0.6497	NPC112373
Remote Similarity	0.6497	NPC258531
Remote Similarity	0.6488	NPC207554
Remote Similarity	0.6442	NPC187231
Remote Similarity	0.6438	NPC192533
Remote Similarity	0.6433	NPC470822
Remote Similarity	0.6415	NPC39818
Remote Similarity	0.6404	NPC477887
Remote Similarity	0.6392	NPC179605
Remote Similarity	0.6392	NPC279385
Remote Similarity	0.6352	NPC103292
Remote Similarity	0.6343	NPC473329
Remote Similarity	0.6341	NPC194562
Remote Similarity	0.6312	NPC268534
Remote Similarity	0.631	NPC325599
Remote Similarity	0.6257	NPC471164
Remote Similarity	0.625	NPC173295
Remote Similarity	0.6182	NPC150863
Remote Similarity	0.6163	NPC471574
Remote Similarity	0.6154	NPC300299
Remote Similarity	0.6154	NPC57051
Remote Similarity	0.6149	NPC314186
Remote Similarity	0.6145	NPC295021
Remote Similarity	0.6145	NPC472245
Remote Similarity	0.6145	NPC280807
Remote Similarity	0.6124	NPC314223
Remote Similarity	0.6105	NPC315051
Remote Similarity	0.6102	NPC237649
Remote Similarity	0.6102	NPC300596
Remote Similarity	0.6095	NPC316104
Remote Similarity	0.6095	NPC162417
Remote Similarity	0.6092	NPC478040
Remote Similarity	0.6073	NPC475685
Remote Similarity	0.6066	NPC93653
Remote Similarity	0.6057	NPC136002
Remote Similarity	0.6051	NPC473815
Remote Similarity	0.6048	NPC477432
Remote Similarity	0.6047	NPC83214
Remote Similarity	0.6037	NPC226794
Remote Similarity	0.6034	NPC243756
Remote Similarity	0.6033	NPC293458
Remote Similarity	0.6012	NPC314098
Remote Similarity	0.6012	NPC242933
Remote Similarity	0.6	NPC122106
Remote Similarity	0.6	NPC308197
Remote Similarity	0.5989	NPC478039
Remote Similarity	0.5988	NPC122235
Remote Similarity	0.5979	NPC177261
Remote Similarity	0.5978	NPC144691
Remote Similarity	0.5974	NPC172170
Remote Similarity	0.5968	NPC299582
Remote Similarity	0.5964	NPC250476
Remote Similarity	0.5956	NPC123241
Remote Similarity	0.5956	NPC61013
Remote Similarity	0.5952	NPC314431
Remote Similarity	0.5947	NPC475594
Remote Similarity	0.5933	NPC75496
Remote Similarity	0.5924	NPC193410
Remote Similarity	0.5922	NPC242000
Remote Similarity	0.5916	NPC475607
Remote Similarity	0.5907	NPC5167
Remote Similarity	0.5907	NPC85613
Remote Similarity	0.5906	NPC253476
Remote Similarity	0.5904	NPC167724
Remote Similarity	0.5904	NPC224970
Remote Similarity	0.5904	NPC223595
Remote Similarity	0.5893	NPC104712
Remote Similarity	0.5892	NPC474058
Remote Similarity	0.5892	NPC248117
Remote Similarity	0.5886	NPC470301
Remote Similarity	0.5885	NPC474081
Remote Similarity	0.5882	NPC207428
Remote Similarity	0.5876	NPC130797
Remote Similarity	0.5868	NPC322433
Remote Similarity	0.5867	NPC322621
Remote Similarity	0.5867	NPC316141
Remote Similarity	0.5865	NPC477999
Remote Similarity	0.5862	NPC469560
Remote Similarity	0.5855	NPC475094
Remote Similarity	0.5851	NPC182131
Remote Similarity	0.5829	NPC472243
Remote Similarity	0.5824	NPC231382
Remote Similarity	0.5815	NPC469536
Remote Similarity	0.5814	NPC313352
Remote Similarity	0.5813	NPC113099
Remote Similarity	0.5812	NPC73280
Remote Similarity	0.5795	NPC43477
Remote Similarity	0.5789	NPC471943
Remote Similarity	0.5781	NPC470548
Remote Similarity	0.5775	NPC257763
Remote Similarity	0.5773	NPC474041
Remote Similarity	0.5773	NPC475761
Remote Similarity	0.5771	NPC319645
Remote Similarity	0.5769	NPC55529
Remote Similarity	0.5767	NPC228515
Remote Similarity	0.5767	NPC471652
Remote Similarity	0.5764	NPC79356
Remote Similarity	0.5764	NPC102592
Remote Similarity	0.5756	NPC130655
Remote Similarity	0.5745	NPC189116
Remote Similarity	0.5744	NPC283810
Remote Similarity	0.5738	NPC117032
Remote Similarity	0.573	NPC63370
Remote Similarity	0.573	NPC36836
Remote Similarity	0.5729	NPC96901
Remote Similarity	0.5723	NPC266425
Remote Similarity	0.5722	NPC186669
Remote Similarity	0.5722	NPC201424
Remote Similarity	0.5722	NPC27904
Remote Similarity	0.5722	NPC324445
Remote Similarity	0.5714	NPC122553
Remote Similarity	0.5706	NPC2823
Remote Similarity	0.5699	NPC329338
Remote Similarity	0.5699	NPC469726
Remote Similarity	0.5692	NPC321211
Remote Similarity	0.5692	NPC6974
Remote Similarity	0.5691	NPC253667
Remote Similarity	0.5691	NPC35510
Remote Similarity	0.5691	NPC199737
Remote Similarity	0.5689	NPC475692
Remote Similarity	0.5689	NPC474283
Remote Similarity	0.5683	NPC154602
Remote Similarity	0.5677	NPC318183
Remote Similarity	0.5677	NPC471648
Remote Similarity	0.5677	NPC355
Remote Similarity	0.5676	NPC192712
Remote Similarity	0.5676	NPC114808
Remote Similarity	0.5674	NPC472241
Remote Similarity	0.5672	NPC45389
Remote Similarity	0.567	NPC203202
Remote Similarity	0.567	NPC264482
Remote Similarity	0.567	NPC315062
Remote Similarity	0.567	NPC84347
Remote Similarity	0.5667	NPC472242
Remote Similarity	0.5664	NPC316411
Remote Similarity	0.5661	NPC328270
Remote Similarity	0.5661	NPC8104
Remote Similarity	0.5657	NPC471123
Remote Similarity	0.5657	NPC97584
Remote Similarity	0.5652	NPC285381
Remote Similarity	0.5646	NPC207971
Remote Similarity	0.5644	NPC244897
Remote Similarity	0.564	NPC473247
Remote Similarity	0.5638	NPC225319
Remote Similarity	0.5638	NPC315368
Remote Similarity	0.5637	NPC198401
Remote Similarity	0.5632	NPC471130
Remote Similarity	0.5629	NPC26285
Remote Similarity	0.5625	NPC287358
Remote Similarity	0.5621	NPC205946
Remote Similarity	0.5619	NPC469529
Remote Similarity	0.5619	NPC268077
Remote Similarity	0.5615	NPC113946
Remote Similarity	0.5613	NPC285192
Remote Similarity	0.5612	NPC218594
Remote Similarity	0.5612	NPC99043
Remote Similarity	0.5611	NPC190945
Remote Similarity	0.5608	NPC88970
Remote Similarity	0.5607	NPC40364
Remote Similarity	0.5602	NPC114637
Remote Similarity	0.5602	NPC279527
Remote Similarity	0.5602	NPC214960
Remote Similarity	0.5602	NPC470509
Remote Similarity	0.5602	NPC316582
Remote Similarity	0.56	NPC267853
Remote Similarity	0.56	NPC160381

Drug Structure

NPD3747 OpenBabel08211704332D 29 31 0 0 0 0 0 0 0 0999 V2000 -2.9716 -3.6453 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3273 2.6254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3669 2.2653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5352 1.6473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1590 1.2872 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7796 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5759 -2.5227 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5116 0.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6237 2.9344 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2437 1.0933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 1.5933 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1691 -1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9135 -0.4067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5704 -2.6272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8316 3.9126 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 6.1097 1.5933 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 2.5933 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 -1.4067 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1582 -1.8182 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6637 -0.6386 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9771 -3.5408 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.4013 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 28 1 0 0 0 0 2 7 2 0 0 0 0 2 11 1 0 0 0 0 3 5 1 0 0 0 0 3 12 2 0 0 0 0 4 6 2 0 0 0 0 4 12 1 0 0 0 0 5 13 2 0 0 0 0 6 13 1 0 0 0 0 7 14 1 0 0 0 0 8 11 2 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 9 18 2 0 0 0 0 10 17 2 0 0 0 0 10 19 1 0 0 0 0 11 16 1 0 0 0 0 12 21 1 0 0 0 0 13 24 1 0 0 0 0 14 15 2 0 0 0 0 14 22 1 0 0 0 0 15 23 1 0 0 0 0 16 25 2 0 0 0 0 17 20 1 0 0 0 0 17 29 1 0 0 0 0 18 24 1 0 0 0 0 18 29 1 0 0 0 0 19 26 2 0 0 0 0 19 28 1 0 0 0 0 20 24 1 0 0 0 0 20 27 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016927
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	466.96
ALogP	2.2208
MLogP	2.67
XLogP	4.795
HDA	5
HBD	0
Rotatable Bonds	9
TPSA	88.98
RO5 Violation	0