NPASS drugs

Drug Information

Drug ID:	NPD5059
Drug Name:
Molecular Formula:	C22H25F2N3O2S
Canonical SMILES:	O[C@@H](CN1CCC(CC1)N(c1nc2c(s1)cccc2)C)COc1ccc(c(c1)F)F
Standard InCHI:	InChI=1S/C22H25F2N3O2S/c1-26(22-25-20-4-2-3-5-21(20)30-22)15-8-10-27(11-9-15)13-16(28)14-29-17-6-7-18(23)19(24)12-17/h2-7,12,15-16,28H,8-11,13-14H2,1H3/t16-/m0/s1
Standard InCHIKey:	OZFSWVOEXHGDES-INIZCTEOSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5059

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	428
0.1-0.2	6276
0.2-0.3	7290
0.3-0.4	11536
0.4-0.5	4078
0.5-0.6	1202
0.6-0.7	80
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	0.68	NPC315257
Remote Similarity	0.6776	NPC188104
Remote Similarity	0.6708	NPC316756
Remote Similarity	0.6682	NPC168486
Remote Similarity	0.6682	NPC222592
Remote Similarity	0.6514	NPC134079
Remote Similarity	0.65	NPC160666
Remote Similarity	0.6498	NPC206251
Remote Similarity	0.6498	NPC74382
Remote Similarity	0.6495	NPC118776
Remote Similarity	0.6476	NPC471736
Remote Similarity	0.6468	NPC110741
Remote Similarity	0.6463	NPC469589
Remote Similarity	0.6449	NPC249662
Remote Similarity	0.6352	NPC469592
Remote Similarity	0.6352	NPC471080
Remote Similarity	0.6349	NPC56271
Remote Similarity	0.6348	NPC308392
Remote Similarity	0.6333	NPC153467
Remote Similarity	0.6332	NPC472111
Remote Similarity	0.6318	NPC224327
Remote Similarity	0.628	NPC26850
Remote Similarity	0.6278	NPC279401
Remote Similarity	0.6278	NPC79293
Remote Similarity	0.6268	NPC177404
Remote Similarity	0.6267	NPC219963
Remote Similarity	0.6245	NPC469594
Remote Similarity	0.6244	NPC258773
Remote Similarity	0.624	NPC187145
Remote Similarity	0.6226	NPC1527
Remote Similarity	0.622	NPC285635
Remote Similarity	0.6214	NPC315822
Remote Similarity	0.6207	NPC475910
Remote Similarity	0.6204	NPC283152
Remote Similarity	0.6193	NPC144114
Remote Similarity	0.6186	NPC312872
Remote Similarity	0.6179	NPC470889
Remote Similarity	0.6175	NPC477795
Remote Similarity	0.6175	NPC477806
Remote Similarity	0.6175	NPC477805
Remote Similarity	0.6175	NPC477796
Remote Similarity	0.6154	NPC204385
Remote Similarity	0.6151	NPC250178
Remote Similarity	0.6147	NPC47059
Remote Similarity	0.6147	NPC329708
Remote Similarity	0.6147	NPC274291
Remote Similarity	0.6147	NPC264166
Remote Similarity	0.6147	NPC165349
Remote Similarity	0.6147	NPC118832
Remote Similarity	0.6135	NPC26872
Remote Similarity	0.6135	NPC39092
Remote Similarity	0.6133	NPC226202
Remote Similarity	0.6126	NPC238242
Remote Similarity	0.6119	NPC266551
Remote Similarity	0.6119	NPC161887
Remote Similarity	0.6119	NPC477891
Remote Similarity	0.6114	NPC151779
Remote Similarity	0.6114	NPC329747
Remote Similarity	0.6109	NPC20249
Remote Similarity	0.6109	NPC197141
Remote Similarity	0.6093	NPC14651
Remote Similarity	0.6093	NPC121658
Remote Similarity	0.6092	NPC288349
Remote Similarity	0.6065	NPC208060
Remote Similarity	0.6062	NPC273714
Remote Similarity	0.6059	NPC242923
Remote Similarity	0.6058	NPC128115
Remote Similarity	0.6055	NPC472067
Remote Similarity	0.6055	NPC472066
Remote Similarity	0.6055	NPC472031
Remote Similarity	0.6047	NPC476518
Remote Similarity	0.6045	NPC206201
Remote Similarity	0.6039	NPC472068
Remote Similarity	0.6034	NPC475774
Remote Similarity	0.6019	NPC476686
Remote Similarity	0.6019	NPC105758
Remote Similarity	0.6019	NPC476688
Remote Similarity	0.6017	NPC308906
Remote Similarity	0.6009	NPC288943
Remote Similarity	0.6	NPC278874
Remote Similarity	0.5992	NPC471614
Remote Similarity	0.5983	NPC267928
Remote Similarity	0.5983	NPC476106
Remote Similarity	0.598	NPC470403
Remote Similarity	0.598	NPC470404
Remote Similarity	0.598	NPC320863
Remote Similarity	0.598	NPC470394
Remote Similarity	0.5974	NPC329793
Remote Similarity	0.5968	NPC21461
Remote Similarity	0.5966	NPC251036
Remote Similarity	0.5966	NPC471603
Remote Similarity	0.5962	NPC224632
Remote Similarity	0.5956	NPC472289
Remote Similarity	0.5954	NPC150447
Remote Similarity	0.5952	NPC30540
Remote Similarity	0.5951	NPC476997
Remote Similarity	0.5941	NPC478074
Remote Similarity	0.5935	NPC118511
Remote Similarity	0.5932	NPC470931
Remote Similarity	0.5929	NPC471593
Remote Similarity	0.5927	NPC476996
Remote Similarity	0.5927	NPC476998
Remote Similarity	0.5922	NPC470395
Remote Similarity	0.5917	NPC111624
Remote Similarity	0.5911	NPC66083
Remote Similarity	0.5902	NPC314056
Remote Similarity	0.59	NPC112206
Remote Similarity	0.59	NPC264176
Remote Similarity	0.59	NPC472098
Remote Similarity	0.59	NPC202605
Remote Similarity	0.5899	NPC164664
Remote Similarity	0.5898	NPC472434
Remote Similarity	0.5895	NPC280638
Remote Similarity	0.5888	NPC287895
Remote Similarity	0.5887	NPC72211
Remote Similarity	0.5887	NPC476994
Remote Similarity	0.5885	NPC230805
Remote Similarity	0.5882	NPC471304
Remote Similarity	0.588	NPC470586
Remote Similarity	0.5878	NPC280272
Remote Similarity	0.5877	NPC195268
Remote Similarity	0.5877	NPC133140
Remote Similarity	0.5875	NPC316181
Remote Similarity	0.5875	NPC151781
Remote Similarity	0.5875	NPC74562
Remote Similarity	0.5872	NPC16452
Remote Similarity	0.5872	NPC476581
Remote Similarity	0.5872	NPC285558
Remote Similarity	0.5872	NPC36229
Remote Similarity	0.5869	NPC84508
Remote Similarity	0.5867	NPC478011
Remote Similarity	0.5867	NPC478012
Remote Similarity	0.5865	NPC287208
Remote Similarity	0.5862	NPC476582
Remote Similarity	0.5862	NPC4071
Remote Similarity	0.5862	NPC476578
Remote Similarity	0.5861	NPC132642
Remote Similarity	0.5855	NPC475112
Remote Similarity	0.5855	NPC291535
Remote Similarity	0.5855	NPC475085
Remote Similarity	0.585	NPC184680
Remote Similarity	0.5847	NPC257851
Remote Similarity	0.5846	NPC314176
Remote Similarity	0.5843	NPC99891
Remote Similarity	0.584	NPC14877
Remote Similarity	0.584	NPC145178
Remote Similarity	0.584	NPC475350
Remote Similarity	0.5837	NPC211997
Remote Similarity	0.5837	NPC19872
Remote Similarity	0.5837	NPC477019
Remote Similarity	0.5837	NPC11017
Remote Similarity	0.5836	NPC478013
Remote Similarity	0.5833	NPC202768
Remote Similarity	0.5833	NPC53069
Remote Similarity	0.5833	NPC296482
Remote Similarity	0.5833	NPC203168
Remote Similarity	0.583	NPC471615
Remote Similarity	0.583	NPC223427
Remote Similarity	0.5827	NPC474183
Remote Similarity	0.5827	NPC470785
Remote Similarity	0.5827	NPC470784
Remote Similarity	0.5827	NPC75609
Remote Similarity	0.5827	NPC140284
Remote Similarity	0.5823	NPC66777
Remote Similarity	0.5823	NPC313189
Remote Similarity	0.5823	NPC471762
Remote Similarity	0.5822	NPC42591
Remote Similarity	0.5817	NPC475720
Remote Similarity	0.5817	NPC474192
Remote Similarity	0.5816	NPC219664
Remote Similarity	0.5816	NPC69277
Remote Similarity	0.5816	NPC290689
Remote Similarity	0.5814	NPC79911
Remote Similarity	0.5811	NPC472168
Remote Similarity	0.5811	NPC41982
Remote Similarity	0.5809	NPC266931
Remote Similarity	0.5806	NPC2497
Remote Similarity	0.5801	NPC70259
Remote Similarity	0.58	NPC115595
Remote Similarity	0.5794	NPC128823
Remote Similarity	0.5794	NPC18487
Remote Similarity	0.5792	NPC194724
Remote Similarity	0.5792	NPC134586
Remote Similarity	0.5789	NPC321617
Remote Similarity	0.5783	NPC157931
Remote Similarity	0.5783	NPC307963
Remote Similarity	0.5781	NPC474145
Remote Similarity	0.5781	NPC475841
Remote Similarity	0.5781	NPC472287
Remote Similarity	0.5781	NPC472286
Remote Similarity	0.5779	NPC96321
Remote Similarity	0.5779	NPC472435
Remote Similarity	0.5779	NPC473041
Remote Similarity	0.5778	NPC84478
Remote Similarity	0.5778	NPC62069
Remote Similarity	0.5776	NPC243834
Remote Similarity	0.5776	NPC70956
Remote Similarity	0.5771	NPC315411
Remote Similarity	0.5769	NPC234197
Remote Similarity	0.5769	NPC249040

Drug Structure

NPD5059 OpenBabel08211706322D 31 34 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 6.1667 4.5055 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 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 7.0327 3.0055 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 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 1 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 7.8988 4.5055 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 -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 8.7648 3.0055 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 26 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 7 2 0 0 0 0 6 17 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 15 1 0 0 0 0 9 11 1 0 0 0 0 9 15 1 0 0 0 0 10 27 1 0 0 0 0 11 27 1 0 0 0 0 12 17 2 0 0 0 0 12 19 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 29 1 0 0 0 0 15 26 1 0 0 0 0 16 13 1 6 0 0 0 16 28 1 0 0 0 0 17 29 1 0 0 0 0 18 19 2 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 21 1 0 0 0 0 20 25 1 0 0 0 0 21 30 1 0 0 0 0 22 25 2 0 0 0 0 22 26 1 0 0 0 0 22 30 1 0 0 0 0 28 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC012213
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	65998
ChEBI
CAS Number

Drug Properties

Molecular Weight	433.16
ALogP	0.4339
MLogP	3
XLogP	4.023
HDA	4
HBD	1
Rotatable Bonds	11
TPSA	77.07
RO5 Violation	0