NPASS drugs

Drug Information

Drug ID:	NPD5262
Drug Name:	FRG-8701
Molecular Formula:	C22H30N2O4S
Canonical SMILES:	O=S(Cc1ccco1)CC(=NCCCOc1cccc(c1)CN1CCCCC1)O
Standard InCHI:	InChI=1S/C22H30N2O4S/c25-22(18-29(26)17-21-9-5-13-28-21)23-10-6-14-27-20-8-4-7-19(15-20)16-24-11-2-1-3-12-24/h4-5,7-9,13,15H,1-3,6,10-12,14,16-18H2,(H,23,25)
Standard InCHIKey:	IWLUMUDDKHJJPB-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5262

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	157
0.1-0.2	1301
0.2-0.3	6194
0.3-0.4	6350
0.4-0.5	4967
0.5-0.6	11282
0.6-0.7	618
0.7-0.8	21
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	0.7619	NPC471649
Intermediate Similarity	0.7453	NPC471316
Intermediate Similarity	0.7391	NPC307682
Intermediate Similarity	0.7374	NPC472474
Intermediate Similarity	0.7374	NPC476236
Intermediate Similarity	0.7374	NPC469964
Intermediate Similarity	0.7273	NPC471651
Intermediate Similarity	0.7246	NPC471646
Intermediate Similarity	0.7246	NPC471647
Intermediate Similarity	0.7243	NPC471650
Intermediate Similarity	0.7207	NPC70840
Intermediate Similarity	0.7207	NPC473245
Intermediate Similarity	0.7207	NPC176304
Intermediate Similarity	0.716	NPC223873
Intermediate Similarity	0.7135	NPC297647
Intermediate Similarity	0.712	NPC186957
Intermediate Similarity	0.712	NPC76433
Intermediate Similarity	0.712	NPC289167
Intermediate Similarity	0.703	NPC216149
Intermediate Similarity	0.703	NPC208170
Intermediate Similarity	0.7	NPC471648
Remote Similarity	0.6994	NPC266425
Remote Similarity	0.6952	NPC149571
Remote Similarity	0.6941	NPC189908
Remote Similarity	0.6859	NPC472358
Remote Similarity	0.6792	NPC471314
Remote Similarity	0.6792	NPC471315
Remote Similarity	0.6742	NPC476443
Remote Similarity	0.6742	NPC133817
Remote Similarity	0.6737	NPC472533
Remote Similarity	0.6724	NPC153644
Remote Similarity	0.6709	NPC17388
Remote Similarity	0.6709	NPC289330
Remote Similarity	0.6709	NPC53596
Remote Similarity	0.6709	NPC471308
Remote Similarity	0.6709	NPC160120
Remote Similarity	0.6706	NPC473444
Remote Similarity	0.6706	NPC26589
Remote Similarity	0.6701	NPC268170
Remote Similarity	0.6686	NPC130976
Remote Similarity	0.6685	NPC153631
Remote Similarity	0.6667	NPC316062
Remote Similarity	0.6647	NPC469978
Remote Similarity	0.6627	NPC64157
Remote Similarity	0.6627	NPC278832
Remote Similarity	0.6614	NPC27887
Remote Similarity	0.6613	NPC303581
Remote Similarity	0.6613	NPC67978
Remote Similarity	0.6612	NPC35345
Remote Similarity	0.6607	NPC265793
Remote Similarity	0.6604	NPC263835
Remote Similarity	0.6591	NPC470088
Remote Similarity	0.6588	NPC471653
Remote Similarity	0.6587	NPC472882
Remote Similarity	0.6587	NPC169766
Remote Similarity	0.6568	NPC416184
Remote Similarity	0.6566	NPC477645
Remote Similarity	0.6561	NPC270301
Remote Similarity	0.6557	NPC471652
Remote Similarity	0.6548	NPC163867
Remote Similarity	0.6545	NPC471321
Remote Similarity	0.6545	NPC471306
Remote Similarity	0.6543	NPC308267
Remote Similarity	0.6541	NPC284842
Remote Similarity	0.6536	NPC470708
Remote Similarity	0.6529	NPC472881
Remote Similarity	0.6527	NPC470392
Remote Similarity	0.6524	NPC218323
Remote Similarity	0.6517	NPC119669
Remote Similarity	0.6509	NPC277042
Remote Similarity	0.6509	NPC136330
Remote Similarity	0.6509	NPC255817
Remote Similarity	0.6509	NPC230698
Remote Similarity	0.6509	NPC73883
Remote Similarity	0.6509	NPC251454
Remote Similarity	0.6509	NPC196609
Remote Similarity	0.6509	NPC205178
Remote Similarity	0.6505	NPC86469
Remote Similarity	0.6497	NPC108847
Remote Similarity	0.6495	NPC283207
Remote Similarity	0.6488	NPC132308
Remote Similarity	0.6486	NPC206941
Remote Similarity	0.6485	NPC172403
Remote Similarity	0.6478	NPC187547
Remote Similarity	0.6478	NPC21831
Remote Similarity	0.6478	NPC206007
Remote Similarity	0.6471	NPC99078
Remote Similarity	0.6467	NPC59567
Remote Similarity	0.6462	NPC477526
Remote Similarity	0.6461	NPC478189
Remote Similarity	0.645	NPC167096
Remote Similarity	0.6448	NPC135006
Remote Similarity	0.6448	NPC26353
Remote Similarity	0.6442	NPC472888
Remote Similarity	0.6442	NPC118853
Remote Similarity	0.644	NPC99723
Remote Similarity	0.6436	NPC255861
Remote Similarity	0.6436	NPC93574
Remote Similarity	0.6436	NPC41216
Remote Similarity	0.6433	NPC252107
Remote Similarity	0.6433	NPC470707
Remote Similarity	0.6433	NPC220923
Remote Similarity	0.6432	NPC112937
Remote Similarity	0.6429	NPC93653
Remote Similarity	0.6425	NPC476579
Remote Similarity	0.642	NPC290404
Remote Similarity	0.6415	NPC217180
Remote Similarity	0.6415	NPC312525
Remote Similarity	0.6413	NPC254700
Remote Similarity	0.6412	NPC180647
Remote Similarity	0.641	NPC45389
Remote Similarity	0.6404	NPC469540
Remote Similarity	0.6404	NPC469539
Remote Similarity	0.6395	NPC231572
Remote Similarity	0.6392	NPC205523
Remote Similarity	0.6392	NPC4910
Remote Similarity	0.6389	NPC223124
Remote Similarity	0.6389	NPC320751
Remote Similarity	0.6387	NPC121400
Remote Similarity	0.6387	NPC327005
Remote Similarity	0.6379	NPC138438
Remote Similarity	0.6379	NPC908
Remote Similarity	0.6374	NPC57512
Remote Similarity	0.6374	NPC204592
Remote Similarity	0.6368	NPC20395
Remote Similarity	0.6364	NPC110337
Remote Similarity	0.6358	NPC212850
Remote Similarity	0.6358	NPC83289
Remote Similarity	0.6358	NPC189724
Remote Similarity	0.635	NPC477527
Remote Similarity	0.6348	NPC308799
Remote Similarity	0.6346	NPC54626
Remote Similarity	0.6341	NPC217277
Remote Similarity	0.634	NPC116007
Remote Similarity	0.6337	NPC225745
Remote Similarity	0.6335	NPC222524
Remote Similarity	0.6335	NPC137710
Remote Similarity	0.6335	NPC256369
Remote Similarity	0.6332	NPC477258
Remote Similarity	0.6331	NPC473982
Remote Similarity	0.6328	NPC469642
Remote Similarity	0.6322	NPC188163
Remote Similarity	0.6322	NPC123761
Remote Similarity	0.6322	NPC474915
Remote Similarity	0.6322	NPC213206
Remote Similarity	0.6322	NPC328750
Remote Similarity	0.6321	NPC473562
Remote Similarity	0.6319	NPC26285
Remote Similarity	0.6316	NPC329992
Remote Similarity	0.6316	NPC209858
Remote Similarity	0.6316	NPC196708
Remote Similarity	0.6313	NPC113428
Remote Similarity	0.6313	NPC61284
Remote Similarity	0.631	NPC160193
Remote Similarity	0.631	NPC474858
Remote Similarity	0.6308	NPC329731
Remote Similarity	0.6307	NPC136951
Remote Similarity	0.6307	NPC161155
Remote Similarity	0.6307	NPC97004
Remote Similarity	0.6304	NPC106786
Remote Similarity	0.6298	NPC58661
Remote Similarity	0.6298	NPC471073
Remote Similarity	0.6298	NPC476580
Remote Similarity	0.6298	NPC270811
Remote Similarity	0.6292	NPC476151
Remote Similarity	0.629	NPC476569
Remote Similarity	0.6287	NPC251571
Remote Similarity	0.6281	NPC198401
Remote Similarity	0.6279	NPC469808
Remote Similarity	0.6279	NPC106606
Remote Similarity	0.6278	NPC223125
Remote Similarity	0.6278	NPC274026
Remote Similarity	0.6276	NPC169387
Remote Similarity	0.6276	NPC477259
Remote Similarity	0.6272	NPC308885
Remote Similarity	0.6272	NPC255550
Remote Similarity	0.6271	NPC97282
Remote Similarity	0.6271	NPC185838
Remote Similarity	0.6271	NPC130926
Remote Similarity	0.627	NPC158900
Remote Similarity	0.6265	NPC473626
Remote Similarity	0.6264	NPC315257
Remote Similarity	0.6264	NPC314682
Remote Similarity	0.6264	NPC202260
Remote Similarity	0.6264	NPC233707
Remote Similarity	0.6263	NPC226708
Remote Similarity	0.6257	NPC473463
Remote Similarity	0.6257	NPC246587
Remote Similarity	0.6257	NPC470019
Remote Similarity	0.6257	NPC135538
Remote Similarity	0.6257	NPC476571
Remote Similarity	0.6257	NPC428
Remote Similarity	0.6257	NPC475959
Remote Similarity	0.6257	NPC24233
Remote Similarity	0.6257	NPC147390
Remote Similarity	0.6257	NPC231198
Remote Similarity	0.6257	NPC214239
Remote Similarity	0.6257	NPC306669
Remote Similarity	0.6256	NPC83511
Remote Similarity	0.625	NPC59502

Drug Structure

NPD5262 OpenBabel08211706322D 30 32 0 0 0 0 0 0 0 0999 V2000 10.4968 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6308 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 10.4968 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 4.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.6308 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.8988 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0327 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 3.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 4.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.7648 0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 4.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 4.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 2.4945 0.0000 S 0 0 3 0 0 0 0 0 0 0 0 0 0.9706 5.4945 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 3 1 0 0 0 0 2 11 1 0 0 0 0 3 12 1 0 0 0 0 4 7 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 5 13 2 0 0 0 0 6 10 1 0 0 0 0 6 14 1 0 0 0 0 7 19 1 0 0 0 0 8 20 2 0 0 0 0 9 21 2 0 0 0 0 10 23 1 0 0 0 0 11 24 1 0 0 0 0 12 24 1 0 0 0 0 13 28 1 0 0 0 0 14 27 1 0 0 0 0 15 19 2 0 0 0 0 15 20 1 0 0 0 0 16 19 1 0 0 0 0 16 24 1 0 0 0 0 17 21 1 0 0 0 0 17 29 1 0 0 0 0 18 22 1 0 0 0 0 18 29 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 22 23 2 3 0 0 0 22 25 1 0 0 0 0 25 30 1 0 0 0 0 26 29 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001121
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	418.19
ALogP	-2.4062
MLogP	3.11
XLogP	2.33
HDA	4
HBD	1
Rotatable Bonds	12
TPSA	94.48
RO5 Violation	1