NPASS drugs

Drug Information

Drug ID:	NPD5518
Drug Name:
Molecular Formula:	C23H24FN3O2S
Canonical SMILES:	Fc1ccc(cc1)N1CCN(CC1)CCCN1c2cccc3c2c(S1(=O)=O)ccc3
Standard InCHI:	InChI=1S/C23H24FN3O2S/c24-19-8-10-20(11-9-19)26-16-14-25(15-17-26)12-3-13-27-21-6-1-4-18-5-2-7-22(23(18)21)30(27,28)29/h1-2,4-11H,3,12-17H2
Standard InCHIKey:	VGIGHGMPMUCLIQ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5518

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	525
0.1-0.2	4936
0.2-0.3	13327
0.3-0.4	8331
0.4-0.5	2942
0.5-0.6	779
0.6-0.7	47
0.7-0.8	3
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	0.7929	NPC328590
Intermediate Similarity	0.7305	NPC475915
Intermediate Similarity	0.7143	NPC473417
Remote Similarity	0.6968	NPC473429
Remote Similarity	0.6917	NPC291610
Remote Similarity	0.6912	NPC79618
Remote Similarity	0.6727	NPC469897
Remote Similarity	0.6667	NPC434
Remote Similarity	0.6438	NPC192209
Remote Similarity	0.6414	NPC218710
Remote Similarity	0.6395	NPC264580
Remote Similarity	0.6389	NPC296163
Remote Similarity	0.6375	NPC186284
Remote Similarity	0.6375	NPC22082
Remote Similarity	0.634	NPC476950
Remote Similarity	0.6327	NPC313449
Remote Similarity	0.6312	NPC130251
Remote Similarity	0.6306	NPC313352
Remote Similarity	0.6304	NPC239854
Remote Similarity	0.6303	NPC109787
Remote Similarity	0.628	NPC469735
Remote Similarity	0.6276	NPC187036
Remote Similarity	0.6275	NPC252794
Remote Similarity	0.6259	NPC313673
Remote Similarity	0.6258	NPC9856
Remote Similarity	0.6242	NPC469740
Remote Similarity	0.6235	NPC316910
Remote Similarity	0.6228	NPC66936
Remote Similarity	0.6194	NPC108800
Remote Similarity	0.619	NPC288232
Remote Similarity	0.6159	NPC20144
Remote Similarity	0.6154	NPC302790
Remote Similarity	0.6131	NPC33421
Remote Similarity	0.6131	NPC206592
Remote Similarity	0.6129	NPC478079
Remote Similarity	0.6129	NPC145754
Remote Similarity	0.6119	NPC470926
Remote Similarity	0.6105	NPC474791
Remote Similarity	0.6084	NPC264589
Remote Similarity	0.6074	NPC301760
Remote Similarity	0.6074	NPC470301
Remote Similarity	0.6074	NPC88097
Remote Similarity	0.6047	NPC222029
Remote Similarity	0.6043	NPC323726
Remote Similarity	0.6042	NPC164802
Remote Similarity	0.6036	NPC40070
Remote Similarity	0.6025	NPC198988
Remote Similarity	0.6025	NPC471123
Remote Similarity	0.6012	NPC6436
Remote Similarity	0.6	NPC469537
Remote Similarity	0.5977	NPC225319
Remote Similarity	0.5976	NPC104483
Remote Similarity	0.5951	NPC314102
Remote Similarity	0.5951	NPC251722
Remote Similarity	0.5951	NPC469560
Remote Similarity	0.5943	NPC469741
Remote Similarity	0.5943	NPC99632
Remote Similarity	0.5943	NPC282339
Remote Similarity	0.5941	NPC154602
Remote Similarity	0.5941	NPC243756
Remote Similarity	0.5939	NPC59084
Remote Similarity	0.593	NPC476219
Remote Similarity	0.592	NPC221786
Remote Similarity	0.592	NPC475990
Remote Similarity	0.592	NPC474880
Remote Similarity	0.592	NPC56765
Remote Similarity	0.5917	NPC321617
Remote Similarity	0.5915	NPC169433
Remote Similarity	0.5904	NPC473868
Remote Similarity	0.5904	NPC63157
Remote Similarity	0.5899	NPC475248
Remote Similarity	0.5899	NPC63047
Remote Similarity	0.5896	NPC51054
Remote Similarity	0.589	NPC325252
Remote Similarity	0.5886	NPC229173
Remote Similarity	0.5879	NPC312092
Remote Similarity	0.5876	NPC195507
Remote Similarity	0.5876	NPC2165
Remote Similarity	0.5876	NPC475420
Remote Similarity	0.5875	NPC53044
Remote Similarity	0.5872	NPC478076
Remote Similarity	0.587	NPC329430
Remote Similarity	0.5862	NPC104345
Remote Similarity	0.5848	NPC475763
Remote Similarity	0.5844	NPC257490
Remote Similarity	0.5843	NPC115611
Remote Similarity	0.5843	NPC2949
Remote Similarity	0.5838	NPC476297
Remote Similarity	0.5829	NPC276085
Remote Similarity	0.5824	NPC470111
Remote Similarity	0.5824	NPC21605
Remote Similarity	0.5823	NPC476140
Remote Similarity	0.5818	NPC243162
Remote Similarity	0.5817	NPC54102
Remote Similarity	0.5817	NPC162689
Remote Similarity	0.5814	NPC470233
Remote Similarity	0.5801	NPC473880
Remote Similarity	0.5801	NPC242269
Remote Similarity	0.5801	NPC473743
Remote Similarity	0.5799	NPC470440
Remote Similarity	0.5795	NPC44773
Remote Similarity	0.5795	NPC255229
Remote Similarity	0.5795	NPC215584
Remote Similarity	0.5795	NPC81229
Remote Similarity	0.578	NPC325903
Remote Similarity	0.5776	NPC282398
Remote Similarity	0.5774	NPC477977
Remote Similarity	0.5769	NPC475097
Remote Similarity	0.5765	NPC212799
Remote Similarity	0.5764	NPC328877
Remote Similarity	0.5763	NPC194881
Remote Similarity	0.5763	NPC478185
Remote Similarity	0.5758	NPC104070
Remote Similarity	0.5749	NPC284635
Remote Similarity	0.5739	NPC41257
Remote Similarity	0.5739	NPC206819
Remote Similarity	0.5739	NPC318065
Remote Similarity	0.5738	NPC320147
Remote Similarity	0.5735	NPC315403
Remote Similarity	0.5731	NPC477134
Remote Similarity	0.573	NPC478182
Remote Similarity	0.5724	NPC474695
Remote Similarity	0.5723	NPC122106
Remote Similarity	0.5723	NPC285381
Remote Similarity	0.5714	NPC291962
Remote Similarity	0.5714	NPC226143
Remote Similarity	0.5714	NPC177684
Remote Similarity	0.5706	NPC316104
Remote Similarity	0.5706	NPC204141
Remote Similarity	0.5706	NPC184437
Remote Similarity	0.5706	NPC469525
Remote Similarity	0.5706	NPC162417
Remote Similarity	0.5706	NPC473930
Remote Similarity	0.5697	NPC218268
Remote Similarity	0.5696	NPC122718
Remote Similarity	0.5693	NPC191444
Remote Similarity	0.5691	NPC91895
Remote Similarity	0.5691	NPC288430
Remote Similarity	0.5691	NPC474897
Remote Similarity	0.5689	NPC471574
Remote Similarity	0.5687	NPC209389
Remote Similarity	0.5682	NPC286427
Remote Similarity	0.568	NPC311330
Remote Similarity	0.5677	NPC161956
Remote Similarity	0.5677	NPC258531
Remote Similarity	0.5677	NPC112373
Remote Similarity	0.5673	NPC63545
Remote Similarity	0.5673	NPC478186
Remote Similarity	0.5668	NPC470205
Remote Similarity	0.5663	NPC150259
Remote Similarity	0.5659	NPC318183
Remote Similarity	0.5652	NPC187231
Remote Similarity	0.565	NPC193410
Remote Similarity	0.565	NPC36495
Remote Similarity	0.565	NPC293487
Remote Similarity	0.5649	NPC81561
Remote Similarity	0.5647	NPC116519
Remote Similarity	0.5645	NPC286994
Remote Similarity	0.5644	NPC475450
Remote Similarity	0.5642	NPC21174
Remote Similarity	0.5642	NPC90723
Remote Similarity	0.5642	NPC317105
Remote Similarity	0.5642	NPC478184
Remote Similarity	0.5642	NPC271797
Remote Similarity	0.564	NPC179787
Remote Similarity	0.564	NPC201380
Remote Similarity	0.564	NPC469811
Remote Similarity	0.5636	NPC267508
Remote Similarity	0.5636	NPC325599
Remote Similarity	0.5633	NPC192533
Remote Similarity	0.5628	NPC139085
Remote Similarity	0.5628	NPC251212
Remote Similarity	0.5628	NPC477185
Remote Similarity	0.5628	NPC214626
Remote Similarity	0.5625	NPC469536
Remote Similarity	0.5625	NPC250361
Remote Similarity	0.5622	NPC477187
Remote Similarity	0.5622	NPC285941
Remote Similarity	0.562	NPC176858
Remote Similarity	0.5618	NPC248117
Remote Similarity	0.5607	NPC321911
Remote Similarity	0.5607	NPC318086
Remote Similarity	0.5607	NPC473329
Remote Similarity	0.5606	NPC469308
Remote Similarity	0.5605	NPC268534
Remote Similarity	0.5604	NPC194411
Remote Similarity	0.56	NPC181390
Remote Similarity	0.56	NPC281094

Drug Structure

NPD5518 OpenBabel08211708292D 30 34 0 0 0 0 0 0 0 0999 V2000 -3.8741 -2.9783 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1089 -4.5317 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8442 -0.0224 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4674 -3.8919 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9198 -4.5925 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2864 -2.1693 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6509 -3.8599 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9918 4.9056 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0099 3.5043 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1828 4.3178 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2009 2.9165 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9487 0.9721 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6532 -0.6102 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7738 1.1532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2442 2.5544 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5829 1.7409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5648 3.1422 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4729 -3.9964 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9054 4.4988 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.2873 3.3233 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2918 -2.2738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8906 -3.0829 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8851 -3.1874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.7144 5.0866 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -0.1397 1.5599 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.4783 2.7355 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5487 -1.6047 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.0949 -1.2957 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.3119 -2.2092 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6827 -2.1047 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 4 2 0 0 0 0 1 6 1 0 0 0 0 2 5 2 0 0 0 0 2 7 1 0 0 0 0 3 12 1 0 0 0 0 3 13 1 0 0 0 0 4 18 1 0 0 0 0 5 18 1 0 0 0 0 6 21 2 0 0 0 0 7 22 2 0 0 0 0 8 10 1 0 0 0 0 8 19 2 0 0 0 0 9 11 2 0 0 0 0 9 19 1 0 0 0 0 10 20 2 0 0 0 0 11 20 1 0 0 0 0 12 25 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 25 1 0 0 0 0 15 17 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 26 1 0 0 0 0 18 23 2 0 0 0 0 19 24 1 0 0 0 0 20 26 1 0 0 0 0 21 23 1 0 0 0 0 21 27 1 0 0 0 0 22 23 1 0 0 0 0 22 30 1 0 0 0 0 27 30 1 0 0 0 0 28 30 2 0 0 0 0 29 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000043
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60785
ChEBI
CAS Number

Drug Properties

Molecular Weight	425.16
ALogP	-0.6488
MLogP	3.22
XLogP	4.644
HDA	5
HBD	0
Rotatable Bonds	6
TPSA	52.24
RO5 Violation	0