NPASS drugs

Drug Information

Drug ID:	NPD5101
Drug Name:	sabeluzole
Molecular Formula:	C22H26FN3O2S
Canonical SMILES:	OC(CN1CCC(CC1)N(c1nc2c(s1)cccc2)C)COc1ccc(cc1)F
Standard InCHI:	InChI=1S/C22H26FN3O2S/c1-25(22-24-20-4-2-3-5-21(20)29-22)17-10-12-26(13-11-17)14-18(27)15-28-19-8-6-16(23)7-9-19/h2-9,17-18,27H,10-15H2,1H3
Standard InCHIKey:	IGMKTIJBFUMVIN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5101

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	425
0.1-0.2	6124
0.2-0.3	7383
0.3-0.4	11502
0.4-0.5	4106
0.5-0.6	1262
0.6-0.7	88
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	0.6834	NPC315257
Remote Similarity	0.6808	NPC188104
Remote Similarity	0.6714	NPC222592
Remote Similarity	0.6714	NPC168486
Remote Similarity	0.6667	NPC316756
Remote Similarity	0.6544	NPC134079
Remote Similarity	0.6528	NPC206251
Remote Similarity	0.6528	NPC74382
Remote Similarity	0.6527	NPC160666
Remote Similarity	0.6526	NPC118776
Remote Similarity	0.6504	NPC471736
Remote Similarity	0.6498	NPC110741
Remote Similarity	0.6491	NPC469589
Remote Similarity	0.6479	NPC249662
Remote Similarity	0.6379	NPC471080
Remote Similarity	0.6379	NPC469592
Remote Similarity	0.6376	NPC308392
Remote Similarity	0.6375	NPC56271
Remote Similarity	0.636	NPC472111
Remote Similarity	0.636	NPC153467
Remote Similarity	0.6347	NPC224327
Remote Similarity	0.6311	NPC26850
Remote Similarity	0.6306	NPC279401
Remote Similarity	0.6306	NPC79293
Remote Similarity	0.6298	NPC177404
Remote Similarity	0.6296	NPC219963
Remote Similarity	0.6274	NPC258773
Remote Similarity	0.6271	NPC469594
Remote Similarity	0.6266	NPC187145
Remote Similarity	0.6256	NPC1527
Remote Similarity	0.625	NPC285635
Remote Similarity	0.624	NPC315822
Remote Similarity	0.6234	NPC475910
Remote Similarity	0.6233	NPC283152
Remote Similarity	0.6221	NPC144114
Remote Similarity	0.6215	NPC312872
Remote Similarity	0.6204	NPC470889
Remote Similarity	0.62	NPC477805
Remote Similarity	0.62	NPC477796
Remote Similarity	0.62	NPC477795
Remote Similarity	0.62	NPC477806
Remote Similarity	0.6182	NPC204385
Remote Similarity	0.6176	NPC250178
Remote Similarity	0.6174	NPC264166
Remote Similarity	0.6174	NPC274291
Remote Similarity	0.6174	NPC118832
Remote Similarity	0.6174	NPC165349
Remote Similarity	0.6174	NPC47059
Remote Similarity	0.6174	NPC329708
Remote Similarity	0.6165	NPC26872
Remote Similarity	0.6161	NPC226202
Remote Similarity	0.616	NPC39092
Remote Similarity	0.6154	NPC238242
Remote Similarity	0.6147	NPC477891
Remote Similarity	0.6147	NPC266551
Remote Similarity	0.6147	NPC161887
Remote Similarity	0.6146	NPC151779
Remote Similarity	0.614	NPC329747
Remote Similarity	0.6136	NPC20249
Remote Similarity	0.6134	NPC197141
Remote Similarity	0.6121	NPC121658
Remote Similarity	0.6121	NPC14651
Remote Similarity	0.6118	NPC288349
Remote Similarity	0.6094	NPC273714
Remote Similarity	0.6093	NPC208060
Remote Similarity	0.6085	NPC242923
Remote Similarity	0.6083	NPC128115
Remote Similarity	0.6078	NPC472066
Remote Similarity	0.6078	NPC472067
Remote Similarity	0.6078	NPC472031
Remote Similarity	0.6075	NPC476518
Remote Similarity	0.6073	NPC206201
Remote Similarity	0.6063	NPC472068
Remote Similarity	0.6061	NPC475774
Remote Similarity	0.6047	NPC105758
Remote Similarity	0.6047	NPC476686
Remote Similarity	0.6047	NPC476688
Remote Similarity	0.6042	NPC308906
Remote Similarity	0.6037	NPC288943
Remote Similarity	0.6028	NPC278874
Remote Similarity	0.6016	NPC471614
Remote Similarity	0.601	NPC470394
Remote Similarity	0.601	NPC320863
Remote Similarity	0.601	NPC470403
Remote Similarity	0.601	NPC470404
Remote Similarity	0.6009	NPC476106
Remote Similarity	0.6009	NPC267928
Remote Similarity	0.6	NPC329793
Remote Similarity	0.5992	NPC471603
Remote Similarity	0.5992	NPC251036
Remote Similarity	0.5992	NPC21461
Remote Similarity	0.5991	NPC224632
Remote Similarity	0.5982	NPC472289
Remote Similarity	0.5977	NPC150447
Remote Similarity	0.5976	NPC476997
Remote Similarity	0.5976	NPC30540
Remote Similarity	0.5966	NPC478074
Remote Similarity	0.5962	NPC118511
Remote Similarity	0.5957	NPC470931
Remote Similarity	0.5951	NPC476996
Remote Similarity	0.5951	NPC470395
Remote Similarity	0.5951	NPC476998
Remote Similarity	0.5945	NPC111624
Remote Similarity	0.5938	NPC66083
Remote Similarity	0.5926	NPC164664
Remote Similarity	0.5925	NPC314056
Remote Similarity	0.5924	NPC112206
Remote Similarity	0.5924	NPC472098
Remote Similarity	0.5924	NPC202605
Remote Similarity	0.5924	NPC264176
Remote Similarity	0.5922	NPC472434
Remote Similarity	0.5921	NPC280638
Remote Similarity	0.5918	NPC287895
Remote Similarity	0.5913	NPC72211
Remote Similarity	0.5911	NPC230805
Remote Similarity	0.5911	NPC476994
Remote Similarity	0.5907	NPC471304
Remote Similarity	0.5905	NPC470586
Remote Similarity	0.5903	NPC195268
Remote Similarity	0.5903	NPC133140
Remote Similarity	0.5902	NPC280272
Remote Similarity	0.59	NPC74562
Remote Similarity	0.59	NPC316181
Remote Similarity	0.59	NPC151781
Remote Similarity	0.5897	NPC36229
Remote Similarity	0.5897	NPC16452
Remote Similarity	0.5897	NPC285558
Remote Similarity	0.5897	NPC476581
Remote Similarity	0.5896	NPC84508
Remote Similarity	0.589	NPC287208
Remote Similarity	0.5889	NPC478012
Remote Similarity	0.5889	NPC478011
Remote Similarity	0.5887	NPC476582
Remote Similarity	0.5887	NPC476578
Remote Similarity	0.5887	NPC4071
Remote Similarity	0.5885	NPC471593
Remote Similarity	0.5885	NPC132642
Remote Similarity	0.588	NPC475085
Remote Similarity	0.588	NPC475112
Remote Similarity	0.588	NPC291535
Remote Similarity	0.5873	NPC184680
Remote Similarity	0.587	NPC257851
Remote Similarity	0.5867	NPC314176
Remote Similarity	0.5866	NPC99891
Remote Similarity	0.5865	NPC145178
Remote Similarity	0.5865	NPC475350
Remote Similarity	0.5865	NPC14877
Remote Similarity	0.5864	NPC211997
Remote Similarity	0.5862	NPC477019
Remote Similarity	0.5862	NPC11017
Remote Similarity	0.5862	NPC19872
Remote Similarity	0.5858	NPC296482
Remote Similarity	0.5858	NPC202768
Remote Similarity	0.5858	NPC478013
Remote Similarity	0.5858	NPC53069
Remote Similarity	0.5858	NPC203168
Remote Similarity	0.5855	NPC223427
Remote Similarity	0.585	NPC470784
Remote Similarity	0.585	NPC474183
Remote Similarity	0.585	NPC470785
Remote Similarity	0.5849	NPC75609
Remote Similarity	0.5849	NPC140284
Remote Similarity	0.5848	NPC42591
Remote Similarity	0.5847	NPC313189
Remote Similarity	0.5847	NPC66777
Remote Similarity	0.5847	NPC471762
Remote Similarity	0.5846	NPC69277
Remote Similarity	0.5841	NPC79911
Remote Similarity	0.584	NPC290689
Remote Similarity	0.584	NPC475720
Remote Similarity	0.584	NPC474192
Remote Similarity	0.584	NPC219664
Remote Similarity	0.5837	NPC472168
Remote Similarity	0.5833	NPC41982
Remote Similarity	0.5833	NPC266931
Remote Similarity	0.583	NPC2497
Remote Similarity	0.5826	NPC70259
Remote Similarity	0.5823	NPC115595
Remote Similarity	0.5819	NPC18487
Remote Similarity	0.5819	NPC128823
Remote Similarity	0.5818	NPC134586
Remote Similarity	0.5818	NPC194724
Remote Similarity	0.5817	NPC321617
Remote Similarity	0.5808	NPC307963
Remote Similarity	0.5806	NPC157931
Remote Similarity	0.5805	NPC472286
Remote Similarity	0.5805	NPC475841
Remote Similarity	0.5805	NPC472287
Remote Similarity	0.5805	NPC474145
Remote Similarity	0.5804	NPC84478
Remote Similarity	0.5804	NPC62069
Remote Similarity	0.5802	NPC472435
Remote Similarity	0.5802	NPC473041
Remote Similarity	0.5802	NPC96321
Remote Similarity	0.5801	NPC243834
Remote Similarity	0.5801	NPC70956
Remote Similarity	0.5794	NPC249040
Remote Similarity	0.5794	NPC120798
Remote Similarity	0.5794	NPC234197
Remote Similarity	0.5792	NPC94157

Drug Structure

NPD5101 OpenBabel08211706322D 30 33 0 0 1 0 0 0 0 0999 V2000 -0.9706 2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 -3.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -5.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0327 -3.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.1667 -4.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.8988 -4.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.4347 -1.5055 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.1667 -3.5055 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 0.9781 -0.2079 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 -8.7648 -5.0055 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.3007 -3.0055 0.0000 O 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 -3.5686 -3.0055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 20 2 0 0 0 0 5 21 2 0 0 0 0 6 8 1 0 0 0 0 6 16 2 0 0 0 0 7 9 2 0 0 0 0 7 16 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 17 1 0 0 0 0 11 13 1 0 0 0 0 11 17 1 0 0 0 0 12 26 1 0 0 0 0 13 26 1 0 0 0 0 14 18 1 0 0 0 0 14 26 1 0 0 0 0 15 18 1 0 0 0 0 15 28 1 0 0 0 0 16 23 1 0 0 0 0 17 25 1 0 0 0 0 18 27 1 0 0 0 0 19 28 1 0 0 0 0 20 21 1 0 0 0 0 20 24 1 0 0 0 0 21 29 1 0 0 0 0 22 24 2 0 0 0 0 22 25 1 0 0 0 0 22 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002697
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	415.17
ALogP	-0.0458
MLogP	3.11
XLogP	4.064
HDA	4
HBD	1
Rotatable Bonds	10
TPSA	77.07
RO5 Violation	0