NPASS drugs

Drug Information

Drug ID:	NPD6339
Drug Name:
Molecular Formula:	C25H32F3N3O4
Canonical SMILES:	OCCCN1CCc2c1c(cc(c2)CC(NCCOc1ccccc1OCC(F)(F)F)C)C(=N)O
Standard InCHI:	InChI=1S/C25H32F3N3O4/c1-17(30-8-12-34-21-5-2-3-6-22(21)35-16-25(26,27)28)13-18-14-19-7-10-31(9-4-11-32)23(19)20(15-18)24(29)33/h2-3,5-6,14-15,17,30,32H,4,7-13,16H2,1H3,(H2,29,33)
Standard InCHIKey:	PNCPYILNMDWPEY-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6339

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	226
0.1-0.2	1264
0.2-0.3	7507
0.3-0.4	5163
0.4-0.5	8567
0.5-0.6	6861
0.6-0.7	1295
0.7-0.8	7
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	0.7088	NPC37205
Intermediate Similarity	0.7088	NPC160931
Intermediate Similarity	0.7072	NPC315257
Intermediate Similarity	0.7015	NPC25897
Intermediate Similarity	0.7	NPC307123
Intermediate Similarity	0.7	NPC247018
Intermediate Similarity	0.7	NPC97870
Remote Similarity	0.699	NPC474904
Remote Similarity	0.6989	NPC233650
Remote Similarity	0.6971	NPC204546
Remote Similarity	0.6965	NPC128823
Remote Similarity	0.6952	NPC134858
Remote Similarity	0.695	NPC161804
Remote Similarity	0.6939	NPC477186
Remote Similarity	0.6938	NPC266931
Remote Similarity	0.6927	NPC476106
Remote Similarity	0.6923	NPC33902
Remote Similarity	0.6923	NPC276674
Remote Similarity	0.6919	NPC79213
Remote Similarity	0.6914	NPC212850
Remote Similarity	0.6914	NPC189724
Remote Similarity	0.6914	NPC83289
Remote Similarity	0.6912	NPC473460
Remote Similarity	0.6904	NPC474059
Remote Similarity	0.6901	NPC132642
Remote Similarity	0.69	NPC162653
Remote Similarity	0.6897	NPC193528
Remote Similarity	0.6891	NPC116096
Remote Similarity	0.6884	NPC78284
Remote Similarity	0.6881	NPC212163
Remote Similarity	0.6878	NPC150879
Remote Similarity	0.6878	NPC210140
Remote Similarity	0.6872	NPC245974
Remote Similarity	0.6866	NPC243834
Remote Similarity	0.6866	NPC70956
Remote Similarity	0.6863	NPC291535
Remote Similarity	0.6863	NPC475085
Remote Similarity	0.6863	NPC475112
Remote Similarity	0.686	NPC475910
Remote Similarity	0.6857	NPC469592
Remote Similarity	0.6857	NPC471080
Remote Similarity	0.6853	NPC320088
Remote Similarity	0.6851	NPC207824
Remote Similarity	0.6851	NPC60538
Remote Similarity	0.6847	NPC473183
Remote Similarity	0.6839	NPC287588
Remote Similarity	0.6837	NPC280272
Remote Similarity	0.6833	NPC473184
Remote Similarity	0.6831	NPC26601
Remote Similarity	0.6823	NPC285941
Remote Similarity	0.6821	NPC179704
Remote Similarity	0.6814	NPC295676
Remote Similarity	0.6808	NPC469594
Remote Similarity	0.6796	NPC473422
Remote Similarity	0.6793	NPC2295
Remote Similarity	0.6793	NPC477564
Remote Similarity	0.6792	NPC288349
Remote Similarity	0.6789	NPC471604
Remote Similarity	0.678	NPC311357
Remote Similarity	0.6776	NPC277669
Remote Similarity	0.6776	NPC76213
Remote Similarity	0.6771	NPC475215
Remote Similarity	0.6771	NPC108434
Remote Similarity	0.676	NPC247298
Remote Similarity	0.6755	NPC24954
Remote Similarity	0.6749	NPC72211
Remote Similarity	0.6746	NPC320242
Remote Similarity	0.6746	NPC469589
Remote Similarity	0.6746	NPC475133
Remote Similarity	0.6746	NPC136112
Remote Similarity	0.6746	NPC141739
Remote Similarity	0.6746	NPC209769
Remote Similarity	0.6739	NPC203424
Remote Similarity	0.6739	NPC206372
Remote Similarity	0.6737	NPC35627
Remote Similarity	0.6737	NPC476573
Remote Similarity	0.6737	NPC81247
Remote Similarity	0.673	NPC203168
Remote Similarity	0.673	NPC119722
Remote Similarity	0.6726	NPC328267
Remote Similarity	0.6723	NPC477837
Remote Similarity	0.6723	NPC477838
Remote Similarity	0.672	NPC475393
Remote Similarity	0.672	NPC124433
Remote Similarity	0.672	NPC293871
Remote Similarity	0.6718	NPC190461
Remote Similarity	0.6718	NPC260118
Remote Similarity	0.6716	NPC302001
Remote Similarity	0.6715	NPC470930
Remote Similarity	0.6715	NPC244606
Remote Similarity	0.6715	NPC156728
Remote Similarity	0.6705	NPC231163
Remote Similarity	0.6705	NPC118419
Remote Similarity	0.6705	NPC318591
Remote Similarity	0.6703	NPC233926
Remote Similarity	0.6702	NPC205167
Remote Similarity	0.6701	NPC249405
Remote Similarity	0.6701	NPC476575
Remote Similarity	0.6699	NPC135887
Remote Similarity	0.6699	NPC199277
Remote Similarity	0.6686	NPC11147
Remote Similarity	0.6684	NPC121275
Remote Similarity	0.6684	NPC473432
Remote Similarity	0.6684	NPC284183
Remote Similarity	0.6684	NPC192939
Remote Similarity	0.6684	NPC169743
Remote Similarity	0.6684	NPC215747
Remote Similarity	0.6684	NPC4138
Remote Similarity	0.6684	NPC235628
Remote Similarity	0.6683	NPC127178
Remote Similarity	0.6683	NPC242928
Remote Similarity	0.6683	NPC329747
Remote Similarity	0.6682	NPC277351
Remote Similarity	0.6667	NPC254700
Remote Similarity	0.6667	NPC265383
Remote Similarity	0.6667	NPC17677
Remote Similarity	0.6667	NPC70172
Remote Similarity	0.6667	NPC156576
Remote Similarity	0.6651	NPC94157
Remote Similarity	0.6651	NPC316981
Remote Similarity	0.665	NPC70259
Remote Similarity	0.665	NPC283207
Remote Similarity	0.665	NPC312531
Remote Similarity	0.6649	NPC85651
Remote Similarity	0.6649	NPC192135
Remote Similarity	0.6649	NPC283152
Remote Similarity	0.6649	NPC477020
Remote Similarity	0.6649	NPC66341
Remote Similarity	0.6648	NPC95075
Remote Similarity	0.6648	NPC90844
Remote Similarity	0.6648	NPC476151
Remote Similarity	0.6648	NPC253883
Remote Similarity	0.6637	NPC473182
Remote Similarity	0.6636	NPC477532
Remote Similarity	0.6636	NPC473185
Remote Similarity	0.6635	NPC11464
Remote Similarity	0.6635	NPC219664
Remote Similarity	0.6635	NPC269449
Remote Similarity	0.6635	NPC475147
Remote Similarity	0.6634	NPC117717
Remote Similarity	0.6634	NPC32200
Remote Similarity	0.6634	NPC475190
Remote Similarity	0.6633	NPC474798
Remote Similarity	0.6632	NPC26240
Remote Similarity	0.6632	NPC312872
Remote Similarity	0.6632	NPC69712
Remote Similarity	0.6632	NPC477562
Remote Similarity	0.6632	NPC152212
Remote Similarity	0.6631	NPC186063
Remote Similarity	0.6631	NPC203784
Remote Similarity	0.6631	NPC126519
Remote Similarity	0.6631	NPC170503
Remote Similarity	0.6631	NPC147091
Remote Similarity	0.663	NPC313414
Remote Similarity	0.663	NPC185838
Remote Similarity	0.663	NPC13397
Remote Similarity	0.6621	NPC19175
Remote Similarity	0.6618	NPC314948
Remote Similarity	0.6618	NPC52801
Remote Similarity	0.6617	NPC475411
Remote Similarity	0.6616	NPC28425
Remote Similarity	0.6616	NPC248642
Remote Similarity	0.6615	NPC310894
Remote Similarity	0.6614	NPC249274
Remote Similarity	0.6612	NPC147390
Remote Similarity	0.6612	NPC476571
Remote Similarity	0.6612	NPC135538
Remote Similarity	0.6612	NPC24233
Remote Similarity	0.6612	NPC246587
Remote Similarity	0.6612	NPC428
Remote Similarity	0.6609	NPC471953
Remote Similarity	0.6603	NPC195787
Remote Similarity	0.6603	NPC261388
Remote Similarity	0.6603	NPC246140
Remote Similarity	0.6601	NPC43787
Remote Similarity	0.6601	NPC205934
Remote Similarity	0.6601	NPC256124
Remote Similarity	0.66	NPC217294
Remote Similarity	0.6599	NPC126284
Remote Similarity	0.6599	NPC311936
Remote Similarity	0.6599	NPC267408
Remote Similarity	0.6597	NPC76116
Remote Similarity	0.659	NPC476069
Remote Similarity	0.6588	NPC477160
Remote Similarity	0.6587	NPC159101
Remote Similarity	0.6587	NPC162484
Remote Similarity	0.6584	NPC294244
Remote Similarity	0.6584	NPC475754
Remote Similarity	0.6583	NPC135772
Remote Similarity	0.6583	NPC204385
Remote Similarity	0.6582	NPC283999
Remote Similarity	0.658	NPC66573
Remote Similarity	0.6579	NPC469722
Remote Similarity	0.6578	NPC187022
Remote Similarity	0.6578	NPC80129
Remote Similarity	0.6576	NPC103379
Remote Similarity	0.6576	NPC219162
Remote Similarity	0.6576	NPC477565
Remote Similarity	0.6573	NPC127996
Remote Similarity	0.6573	NPC48353

Drug Structure

NPD6339 OpenBabel08211709092D 39 41 0 0 1 0 0 0 0 0999 V2000 -1.0739 5.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6473 -0.5352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9945 -0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3164 -1.2784 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.1361 5.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 4.4781 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4041 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 4.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.0021 5.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.5021 4.6121 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -7.5021 4.6121 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -8.8682 5.9781 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 1.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 3.9781 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 -3.2946 -1.0705 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 -0.0219 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.5380 4.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.2701 5.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.6720 0.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.9400 2.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.9637 -1.8136 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.8060 -0.5219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 3 2 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 4 9 1 0 0 0 0 4 11 1 0 0 0 0 5 21 2 0 0 0 0 6 22 2 0 0 0 0 7 10 1 0 0 0 0 7 19 1 0 0 0 0 8 12 1 0 0 0 0 8 30 1 0 0 0 0 9 31 1 0 0 0 0 10 31 1 0 0 0 0 11 32 1 0 0 0 0 12 34 1 0 0 0 0 13 17 1 0 0 0 0 13 18 1 0 0 0 0 14 18 2 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 20 2 0 0 0 0 16 25 1 0 0 0 0 16 35 1 0 0 0 0 17 30 1 0 0 0 0 19 23 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 21 22 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 23 31 1 0 0 0 0 24 29 2 0 0 0 0 24 33 1 0 0 0 0 25 26 1 0 0 0 0 25 27 1 0 0 0 0 25 28 1 0 0 0 0 29 36 1 0 0 0 0 30 37 1 0 0 0 0 32 38 1 0 0 0 0 33 39 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC000835
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9891967
ChEBI
CAS Number

Drug Properties

Molecular Weight	495.23
ALogP	-0.0587
MLogP	3.11
XLogP	4.768
HDA	5
HBD	4
Rotatable Bonds	20
TPSA	98.04
RO5 Violation	1