NPASS drugs

Drug Information

Drug ID:	NPD5333
Drug Name:
Molecular Formula:	C22H33N3O3S
Canonical SMILES:	CCCSc1nc(ccc1C(=O)NC1CCCCC1)N1CCC[C@H](C1)CC(=O)O
Standard InCHI:	InChI=1S/C22H33N3O3S/c1-2-13-29-22-18(21(28)23-17-8-4-3-5-9-17)10-11-19(24-22)25-12-6-7-16(15-25)14-20(26)27/h10-11,16-17H,2-9,12-15H2,1H3,(H,23,28)(H,26,27)/t16-/m0/s1
Standard InCHIKey:	NCDZABJPWMBMIQ-INIZCTEOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5333

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	251
0.1-0.2	2875
0.2-0.3	13082
0.3-0.4	10659
0.4-0.5	2139
0.5-0.6	1763
0.6-0.7	120
0.7-0.8	1
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	0.7136	NPC285923
Remote Similarity	0.6948	NPC243850
Remote Similarity	0.6927	NPC147983
Remote Similarity	0.6927	NPC177996
Remote Similarity	0.6732	NPC135601
Remote Similarity	0.6732	NPC141612
Remote Similarity	0.6732	NPC17273
Remote Similarity	0.6714	NPC98864
Remote Similarity	0.6553	NPC21429
Remote Similarity	0.6513	NPC84317
Remote Similarity	0.6495	NPC248782
Remote Similarity	0.6486	NPC6865
Remote Similarity	0.6486	NPC153980
Remote Similarity	0.6471	NPC14849
Remote Similarity	0.6468	NPC473239
Remote Similarity	0.6453	NPC248862
Remote Similarity	0.6442	NPC133003
Remote Similarity	0.6441	NPC72956
Remote Similarity	0.6438	NPC471191
Remote Similarity	0.6422	NPC143325
Remote Similarity	0.6422	NPC116622
Remote Similarity	0.6417	NPC477420
Remote Similarity	0.6417	NPC477418
Remote Similarity	0.6376	NPC478141
Remote Similarity	0.6373	NPC328611
Remote Similarity	0.6373	NPC105811
Remote Similarity	0.6364	NPC154478
Remote Similarity	0.6359	NPC117032
Remote Similarity	0.6359	NPC147298
Remote Similarity	0.6359	NPC182057
Remote Similarity	0.6359	NPC131450
Remote Similarity	0.6339	NPC471193
Remote Similarity	0.6339	NPC471194
Remote Similarity	0.6327	NPC471192
Remote Similarity	0.6313	NPC213914
Remote Similarity	0.6298	NPC477516
Remote Similarity	0.6296	NPC272483
Remote Similarity	0.6294	NPC209362
Remote Similarity	0.627	NPC478030
Remote Similarity	0.6269	NPC467188
Remote Similarity	0.6256	NPC471944
Remote Similarity	0.625	NPC19170
Remote Similarity	0.6244	NPC473376
Remote Similarity	0.6209	NPC476341
Remote Similarity	0.6197	NPC175474
Remote Similarity	0.6193	NPC70406
Remote Similarity	0.619	NPC243058
Remote Similarity	0.619	NPC470205
Remote Similarity	0.6188	NPC138293
Remote Similarity	0.6188	NPC113056
Remote Similarity	0.6179	NPC313587
Remote Similarity	0.6179	NPC315893
Remote Similarity	0.6179	NPC316110
Remote Similarity	0.6178	NPC2823
Remote Similarity	0.6175	NPC472116
Remote Similarity	0.6172	NPC88110
Remote Similarity	0.617	NPC297862
Remote Similarity	0.6168	NPC324091
Remote Similarity	0.6162	NPC251391
Remote Similarity	0.6161	NPC203635
Remote Similarity	0.6158	NPC471130
Remote Similarity	0.6158	NPC474383
Remote Similarity	0.6157	NPC45850
Remote Similarity	0.6132	NPC311282
Remote Similarity	0.6131	NPC229055
Remote Similarity	0.6121	NPC196251
Remote Similarity	0.6121	NPC103119
Remote Similarity	0.6121	NPC102338
Remote Similarity	0.6121	NPC255909
Remote Similarity	0.6121	NPC111602
Remote Similarity	0.6121	NPC63199
Remote Similarity	0.6117	NPC322488
Remote Similarity	0.6106	NPC476419
Remote Similarity	0.6103	NPC478077
Remote Similarity	0.6103	NPC90415
Remote Similarity	0.6101	NPC245916
Remote Similarity	0.61	NPC74357
Remote Similarity	0.6094	NPC220851
Remote Similarity	0.6091	NPC123906
Remote Similarity	0.6091	NPC106118
Remote Similarity	0.6089	NPC476524
Remote Similarity	0.6087	NPC161861
Remote Similarity	0.6087	NPC79386
Remote Similarity	0.6085	NPC477003
Remote Similarity	0.6083	NPC81802
Remote Similarity	0.6083	NPC247735
Remote Similarity	0.6083	NPC472210
Remote Similarity	0.6083	NPC472295
Remote Similarity	0.6083	NPC269886
Remote Similarity	0.6077	NPC219848
Remote Similarity	0.6068	NPC476817
Remote Similarity	0.6068	NPC64216
Remote Similarity	0.6059	NPC88970
Remote Similarity	0.6056	NPC476423
Remote Similarity	0.6055	NPC294693
Remote Similarity	0.6054	NPC138562
Remote Similarity	0.6048	NPC256268
Remote Similarity	0.6045	NPC52557
Remote Similarity	0.6044	NPC471155
Remote Similarity	0.6044	NPC472538
Remote Similarity	0.6029	NPC21174
Remote Similarity	0.6029	NPC271797
Remote Similarity	0.6029	NPC189116
Remote Similarity	0.6028	NPC112489
Remote Similarity	0.6027	NPC472293
Remote Similarity	0.6027	NPC79356
Remote Similarity	0.6027	NPC102592
Remote Similarity	0.6026	NPC54744
Remote Similarity	0.6026	NPC471741
Remote Similarity	0.602	NPC167400
Remote Similarity	0.6019	NPC329858
Remote Similarity	0.6019	NPC314333
Remote Similarity	0.6018	NPC270241
Remote Similarity	0.6009	NPC228835
Remote Similarity	0.6009	NPC476414
Remote Similarity	0.6009	NPC272174
Remote Similarity	0.6	NPC63279
Remote Similarity	0.6	NPC225400
Remote Similarity	0.6	NPC278434
Remote Similarity	0.6	NPC233380
Remote Similarity	0.6	NPC300299
Remote Similarity	0.599	NPC27296
Remote Similarity	0.599	NPC65408
Remote Similarity	0.5983	NPC474896
Remote Similarity	0.5982	NPC220151
Remote Similarity	0.5982	NPC19692
Remote Similarity	0.5982	NPC202812
Remote Similarity	0.598	NPC313889
Remote Similarity	0.5979	NPC471322
Remote Similarity	0.5975	NPC297642
Remote Similarity	0.5974	NPC322064
Remote Similarity	0.5973	NPC470786
Remote Similarity	0.5972	NPC183805
Remote Similarity	0.5972	NPC219336
Remote Similarity	0.597	NPC263455
Remote Similarity	0.5969	NPC230085
Remote Similarity	0.5969	NPC159630
Remote Similarity	0.5963	NPC476413
Remote Similarity	0.5963	NPC472292
Remote Similarity	0.5963	NPC165538
Remote Similarity	0.5962	NPC355
Remote Similarity	0.5958	NPC165743
Remote Similarity	0.5957	NPC253987
Remote Similarity	0.5957	NPC31097
Remote Similarity	0.5956	NPC88115
Remote Similarity	0.5953	NPC94752
Remote Similarity	0.5953	NPC46022
Remote Similarity	0.5947	NPC476525
Remote Similarity	0.5946	NPC103361
Remote Similarity	0.5946	NPC472297
Remote Similarity	0.5946	NPC293917
Remote Similarity	0.5946	NPC472296
Remote Similarity	0.5945	NPC122427
Remote Similarity	0.5943	NPC91179
Remote Similarity	0.5943	NPC471997
Remote Similarity	0.5938	NPC182507
Remote Similarity	0.5935	NPC472119
Remote Similarity	0.5933	NPC477976
Remote Similarity	0.5928	NPC472541
Remote Similarity	0.5928	NPC472542
Remote Similarity	0.5926	NPC472323
Remote Similarity	0.5924	NPC157931
Remote Similarity	0.5924	NPC257851
Remote Similarity	0.5924	NPC183662
Remote Similarity	0.5924	NPC15573
Remote Similarity	0.5924	NPC476491
Remote Similarity	0.5924	NPC217372
Remote Similarity	0.5921	NPC472070
Remote Similarity	0.592	NPC312860
Remote Similarity	0.5919	NPC81654
Remote Similarity	0.5919	NPC249150
Remote Similarity	0.5919	NPC195461
Remote Similarity	0.5919	NPC79129
Remote Similarity	0.5919	NPC49196
Remote Similarity	0.5919	NPC313985
Remote Similarity	0.5917	NPC476460
Remote Similarity	0.5913	NPC471943
Remote Similarity	0.5913	NPC110602
Remote Similarity	0.5913	NPC75726
Remote Similarity	0.5913	NPC31385
Remote Similarity	0.5909	NPC135950
Remote Similarity	0.5907	NPC114310
Remote Similarity	0.5905	NPC470731
Remote Similarity	0.5902	NPC194881
Remote Similarity	0.5901	NPC476143
Remote Similarity	0.5901	NPC50503
Remote Similarity	0.5894	NPC41717
Remote Similarity	0.5893	NPC328559
Remote Similarity	0.589	NPC312942
Remote Similarity	0.589	NPC327095
Remote Similarity	0.5888	NPC159125
Remote Similarity	0.5885	NPC314930
Remote Similarity	0.5885	NPC214827
Remote Similarity	0.5885	NPC249614
Remote Similarity	0.5885	NPC273532
Remote Similarity	0.5882	NPC472539
Remote Similarity	0.5882	NPC472540
Remote Similarity	0.5882	NPC470787
Remote Similarity	0.588	NPC471197
Remote Similarity	0.5877	NPC71238

Drug Structure

NPD5333 OpenBabel08211706322D 31 33 0 0 1 0 0 0 0 0999 V2000 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 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 -4.3301 1.5000 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 1.5000 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 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 2.5981 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 N 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 0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 13 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 12 1 0 0 0 0 7 16 1 0 0 0 0 8 17 1 0 0 0 0 9 17 1 0 0 0 0 10 11 2 0 0 0 0 10 18 1 0 0 0 0 11 19 1 0 0 0 0 12 25 1 0 0 0 0 13 29 1 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 25 1 0 0 0 0 16 14 1 1 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 22 2 0 0 0 0 19 24 2 0 0 0 0 19 25 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 21 23 1 0 0 0 0 21 28 2 0 0 0 0 22 24 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009645
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	24946280
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.22
ALogP	-2.2668
MLogP	3.11
XLogP	4.1
HDA	6
HBD	2
Rotatable Bonds	11
TPSA	107.83
RO5 Violation	0