NPASS drugs

Drug Information

Drug ID:	NPD5570
Drug Name:	SMP-028
Molecular Formula:	C23H26FN5O2S
Canonical SMILES:	CN=C(NCCn1/c(=Nc2cccc(c2)F)/scc1c1ccc(cc1)N1CCOCC1)O
Standard InCHI:	InChI=1S/C23H26FN5O2S/c1-25-22(30)26-9-10-29-21(16-32-23(29)27-19-4-2-3-18(24)15-19)17-5-7-20(8-6-17)28-11-13-31-14-12-28/h2-8,15-16H,9-14H2,1H3,(H2,25,26,30)/b27-23+
Standard InCHIKey:	NBGPMRBRSOZDOV-SLEBQGDGSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5570

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	146
0.1-0.2	2314
0.2-0.3	11717
0.3-0.4	11908
0.4-0.5	3417
0.5-0.6	1334
0.6-0.7	53
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	0.7081	NPC321617
Remote Similarity	0.6712	NPC288232
Remote Similarity	0.6691	NPC474430
Remote Similarity	0.6619	NPC291610
Remote Similarity	0.6556	NPC475915
Remote Similarity	0.6463	NPC296163
Remote Similarity	0.6423	NPC108339
Remote Similarity	0.64	NPC192209
Remote Similarity	0.6386	NPC470824
Remote Similarity	0.6364	NPC328683
Remote Similarity	0.6364	NPC283130
Remote Similarity	0.6346	NPC252794
Remote Similarity	0.6337	NPC94167
Remote Similarity	0.6337	NPC172937
Remote Similarity	0.6329	NPC473417
Remote Similarity	0.6294	NPC469974
Remote Similarity	0.6286	NPC85651
Remote Similarity	0.6259	NPC471320
Remote Similarity	0.6259	NPC471319
Remote Similarity	0.625	NPC264589
Remote Similarity	0.6243	NPC315257
Remote Similarity	0.6242	NPC187036
Remote Similarity	0.6242	NPC470301
Remote Similarity	0.6242	NPC2823
Remote Similarity	0.6203	NPC476950
Remote Similarity	0.6184	NPC313449
Remote Similarity	0.6173	NPC313352
Remote Similarity	0.6173	NPC184437
Remote Similarity	0.6159	NPC287358
Remote Similarity	0.6122	NPC302790
Remote Similarity	0.6101	NPC478079
Remote Similarity	0.6101	NPC145754
Remote Similarity	0.6089	NPC300631
Remote Similarity	0.6067	NPC113056
Remote Similarity	0.6067	NPC476118
Remote Similarity	0.6067	NPC138293
Remote Similarity	0.6067	NPC328270
Remote Similarity	0.6054	NPC434
Remote Similarity	0.6053	NPC128582
Remote Similarity	0.6049	NPC476685
Remote Similarity	0.6049	NPC476689
Remote Similarity	0.6049	NPC476687
Remote Similarity	0.6036	NPC472103
Remote Similarity	0.6033	NPC14849
Remote Similarity	0.6025	NPC9856
Remote Similarity	0.6014	NPC164802
Remote Similarity	0.6012	NPC314223
Remote Similarity	0.6012	NPC471322
Remote Similarity	0.6012	NPC475763
Remote Similarity	0.6	NPC147298
Remote Similarity	0.6	NPC131450
Remote Similarity	0.6	NPC182057
Remote Similarity	0.6	NPC49217
Remote Similarity	0.6	NPC477556
Remote Similarity	0.5989	NPC276085
Remote Similarity	0.5988	NPC109787
Remote Similarity	0.5988	NPC243162
Remote Similarity	0.5977	NPC117032
Remote Similarity	0.5966	NPC84317
Remote Similarity	0.5965	NPC204141
Remote Similarity	0.5955	NPC68650
Remote Similarity	0.5954	NPC473329
Remote Similarity	0.5954	NPC318086
Remote Similarity	0.5951	NPC32858
Remote Similarity	0.5951	NPC194857
Remote Similarity	0.5941	NPC470822
Remote Similarity	0.5939	NPC300299
Remote Similarity	0.5935	NPC264580
Remote Similarity	0.5928	NPC83214
Remote Similarity	0.5926	NPC226662
Remote Similarity	0.5924	NPC328611
Remote Similarity	0.5924	NPC475097
Remote Similarity	0.5921	NPC314141
Remote Similarity	0.592	NPC206592
Remote Similarity	0.5904	NPC256288
Remote Similarity	0.5904	NPC472109
Remote Similarity	0.5904	NPC472110
Remote Similarity	0.5899	NPC154478
Remote Similarity	0.5897	NPC226143
Remote Similarity	0.5886	NPC469975
Remote Similarity	0.5882	NPC478040
Remote Similarity	0.5873	NPC2933
Remote Similarity	0.586	NPC316582
Remote Similarity	0.5858	NPC186284
Remote Similarity	0.5858	NPC22082
Remote Similarity	0.5852	NPC471132
Remote Similarity	0.5848	NPC314114
Remote Similarity	0.5848	NPC311330
Remote Similarity	0.5846	NPC294693
Remote Similarity	0.5843	NPC222029
Remote Similarity	0.5842	NPC259626
Remote Similarity	0.5839	NPC79618
Remote Similarity	0.5839	NPC322433
Remote Similarity	0.5833	NPC469560
Remote Similarity	0.5828	NPC472245
Remote Similarity	0.5828	NPC187231
Remote Similarity	0.582	NPC472108
Remote Similarity	0.582	NPC163055
Remote Similarity	0.582	NPC139291
Remote Similarity	0.5814	NPC116519
Remote Similarity	0.5813	NPC470491
Remote Similarity	0.5812	NPC473615
Remote Similarity	0.5808	NPC198988
Remote Similarity	0.5806	NPC125416
Remote Similarity	0.5806	NPC313673
Remote Similarity	0.5805	NPC471957
Remote Similarity	0.5799	NPC130251
Remote Similarity	0.5795	NPC216713
Remote Similarity	0.5792	NPC317430
Remote Similarity	0.5789	NPC472294
Remote Similarity	0.5787	NPC477156
Remote Similarity	0.5787	NPC477157
Remote Similarity	0.5784	NPC472123
Remote Similarity	0.5784	NPC285622
Remote Similarity	0.5783	NPC162417
Remote Similarity	0.5783	NPC316104
Remote Similarity	0.5781	NPC181928
Remote Similarity	0.5781	NPC229484
Remote Similarity	0.578	NPC470440
Remote Similarity	0.578	NPC472100
Remote Similarity	0.5775	NPC7067
Remote Similarity	0.5775	NPC248454
Remote Similarity	0.5775	NPC68354
Remote Similarity	0.5774	NPC132636
Remote Similarity	0.5774	NPC325252
Remote Similarity	0.5767	NPC150863
Remote Similarity	0.5765	NPC88097
Remote Similarity	0.5759	NPC307396
Remote Similarity	0.5758	NPC53044
Remote Similarity	0.5756	NPC136002
Remote Similarity	0.5754	NPC104345
Remote Similarity	0.5753	NPC189812
Remote Similarity	0.5753	NPC329688
Remote Similarity	0.5753	NPC248862
Remote Similarity	0.5751	NPC292675
Remote Similarity	0.5746	NPC472121
Remote Similarity	0.5743	NPC328877
Remote Similarity	0.5742	NPC101139
Remote Similarity	0.5741	NPC477937
Remote Similarity	0.5734	NPC329430
Remote Similarity	0.573	NPC38736
Remote Similarity	0.573	NPC470507
Remote Similarity	0.573	NPC476219
Remote Similarity	0.5722	NPC474880
Remote Similarity	0.5722	NPC475990
Remote Similarity	0.5722	NPC221786
Remote Similarity	0.5722	NPC473298
Remote Similarity	0.5714	NPC57051
Remote Similarity	0.5707	NPC90967
Remote Similarity	0.5706	NPC470233
Remote Similarity	0.5699	NPC242269
Remote Similarity	0.5698	NPC63370
Remote Similarity	0.5698	NPC36836
Remote Similarity	0.5698	NPC88121
Remote Similarity	0.5693	NPC477179
Remote Similarity	0.5691	NPC309531
Remote Similarity	0.5691	NPC472102
Remote Similarity	0.5691	NPC474058
Remote Similarity	0.569	NPC324445
Remote Similarity	0.569	NPC469735
Remote Similarity	0.5687	NPC268534
Remote Similarity	0.5682	NPC124005
Remote Similarity	0.5682	NPC37548
Remote Similarity	0.5676	NPC472118
Remote Similarity	0.5674	NPC78154
Remote Similarity	0.5674	NPC295021
Remote Similarity	0.5674	NPC191444
Remote Similarity	0.5674	NPC200214
Remote Similarity	0.5673	NPC471164
Remote Similarity	0.5673	NPC104483
Remote Similarity	0.5671	NPC328590
Remote Similarity	0.5669	NPC31651
Remote Similarity	0.5668	NPC37423
Remote Similarity	0.5668	NPC275305
Remote Similarity	0.5667	NPC61013
Remote Similarity	0.5665	NPC477181
Remote Similarity	0.5665	NPC477178
Remote Similarity	0.5665	NPC254850
Remote Similarity	0.5665	NPC477180
Remote Similarity	0.5663	NPC325479
Remote Similarity	0.5661	NPC475094
Remote Similarity	0.566	NPC302169
Remote Similarity	0.5659	NPC282339
Remote Similarity	0.5659	NPC470203
Remote Similarity	0.5659	NPC99632
Remote Similarity	0.5659	NPC476231
Remote Similarity	0.5659	NPC176983
Remote Similarity	0.5657	NPC469740
Remote Similarity	0.5657	NPC254798
Remote Similarity	0.5652	NPC472115
Remote Similarity	0.5652	NPC229477
Remote Similarity	0.5652	NPC472114
Remote Similarity	0.565	NPC33421
Remote Similarity	0.565	NPC66936
Remote Similarity	0.565	NPC106118
Remote Similarity	0.5647	NPC314102
Remote Similarity	0.5647	NPC319645
Remote Similarity	0.5647	NPC251722
Remote Similarity	0.5647	NPC125746
Remote Similarity	0.5645	NPC318183

Drug Structure

NPD5570 OpenBabel08211708292D 34 37 0 0 0 0 0 0 0 0999 V2000 -2.1488 4.1835 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3025 2.9022 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7147 3.7112 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8958 1.9886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7044 3.2564 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0388 2.5873 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.3135 2.6931 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 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7202 3.6067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9013 1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4546 4.5436 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1324 4.4157 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.1977 3.8745 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.4965 4.2346 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.6625 5.5218 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 4.2024 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 1.2396 4.9037 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6136 5.8308 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 18 1 0 0 0 0 4 19 2 0 0 0 0 5 7 1 0 0 0 0 5 17 2 0 0 0 0 6 8 2 0 0 0 0 6 17 1 0 0 0 0 7 20 2 0 0 0 0 8 20 1 0 0 0 0 9 10 1 0 0 0 0 9 26 1 0 0 0 0 10 29 1 0 0 0 0 11 13 1 0 0 0 0 11 28 1 0 0 0 0 12 14 1 0 0 0 0 12 28 1 0 0 0 0 13 31 1 0 0 0 0 14 31 1 0 0 0 0 15 18 2 0 0 0 0 15 19 1 0 0 0 0 16 21 2 0 0 0 0 16 32 1 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 27 1 0 0 0 0 20 28 1 0 0 0 0 21 29 1 0 0 0 0 22 25 2 3 0 0 0 22 26 1 0 0 0 0 22 30 1 0 0 0 0 23 27 2 0 0 0 0 23 29 1 0 0 0 0 23 32 1 0 0 0 0 26 33 1 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000531
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	455.18
ALogP	0.2323
MLogP	3
XLogP	5.344
HDA	7
HBD	2
Rotatable Bonds	10
TPSA	97.99
RO5 Violation	1