NPASS drugs

Drug Information

Drug ID:	NPD1678
Drug Name:
Molecular Formula:	C15H18F3NO5
Canonical SMILES:	COC[C@H]1CN(C(=O)O1)c1ccc(cc1)OCC[C@H](C(F)(F)F)O
Standard InCHI:	InChI=1S/C15H18F3NO5/c1-22-9-12-8-19(14(21)24-12)10-2-4-11(5-3-10)23-7-6-13(20)15(16,17)18/h2-5,12-13,20H,6-9H2,1H3/t12-,13-/m1/s1
Standard InCHIKey:	IALVDLPLCLFBCF-CHWSQXEVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1678

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	149
0.1-0.2	1823
0.2-0.3	9116
0.3-0.4	4470
0.4-0.5	12011
0.5-0.6	3149
0.6-0.7	166
0.7-0.8	6
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	0.7742	NPC260601
Intermediate Similarity	0.7613	NPC476462
Intermediate Similarity	0.7326	NPC290069
Intermediate Similarity	0.7283	NPC220560
Intermediate Similarity	0.7273	NPC315257
Intermediate Similarity	0.7233	NPC168750
Remote Similarity	0.6966	NPC264782
Remote Similarity	0.6919	NPC70172
Remote Similarity	0.689	NPC473769
Remote Similarity	0.6875	NPC476475
Remote Similarity	0.6864	NPC112766
Remote Similarity	0.6813	NPC262725
Remote Similarity	0.6797	NPC315632
Remote Similarity	0.6752	NPC473987
Remote Similarity	0.6748	NPC204546
Remote Similarity	0.6744	NPC19023
Remote Similarity	0.6725	NPC70549
Remote Similarity	0.665	NPC148124
Remote Similarity	0.6609	NPC315498
Remote Similarity	0.6609	NPC230942
Remote Similarity	0.6601	NPC99724
Remote Similarity	0.6573	NPC471648
Remote Similarity	0.6552	NPC320064
Remote Similarity	0.6522	NPC248903
Remote Similarity	0.6503	NPC116096
Remote Similarity	0.6494	NPC301163
Remote Similarity	0.6492	NPC314948
Remote Similarity	0.6477	NPC139506
Remote Similarity	0.6477	NPC292143
Remote Similarity	0.6473	NPC26928
Remote Similarity	0.6454	NPC313918
Remote Similarity	0.6441	NPC254700
Remote Similarity	0.6436	NPC474059
Remote Similarity	0.6424	NPC204156
Remote Similarity	0.6422	NPC288110
Remote Similarity	0.6419	NPC95977
Remote Similarity	0.6406	NPC472191
Remote Similarity	0.6406	NPC478049
Remote Similarity	0.6392	NPC250476
Remote Similarity	0.6392	NPC127178
Remote Similarity	0.6389	NPC85482
Remote Similarity	0.6374	NPC129624
Remote Similarity	0.6368	NPC127996
Remote Similarity	0.6358	NPC274732
Remote Similarity	0.6348	NPC469479
Remote Similarity	0.6345	NPC470484
Remote Similarity	0.6327	NPC311357
Remote Similarity	0.6327	NPC76327
Remote Similarity	0.6319	NPC297584
Remote Similarity	0.6309	NPC226914
Remote Similarity	0.6307	NPC37205
Remote Similarity	0.6307	NPC160931
Remote Similarity	0.6304	NPC287152
Remote Similarity	0.6296	NPC477186
Remote Similarity	0.6289	NPC320242
Remote Similarity	0.6289	NPC141739
Remote Similarity	0.6289	NPC136112
Remote Similarity	0.6287	NPC83289
Remote Similarity	0.6287	NPC212850
Remote Similarity	0.6287	NPC189724
Remote Similarity	0.6283	NPC473004
Remote Similarity	0.6275	NPC234772
Remote Similarity	0.6262	NPC222046
Remote Similarity	0.6257	NPC24954
Remote Similarity	0.625	NPC279401
Remote Similarity	0.625	NPC471825
Remote Similarity	0.625	NPC79293
Remote Similarity	0.6237	NPC197335
Remote Similarity	0.6237	NPC270301
Remote Similarity	0.6235	NPC231382
Remote Similarity	0.6235	NPC473874
Remote Similarity	0.6222	NPC471652
Remote Similarity	0.6219	NPC477160
Remote Similarity	0.6209	NPC473458
Remote Similarity	0.6203	NPC314659
Remote Similarity	0.6201	NPC472923
Remote Similarity	0.6201	NPC313757
Remote Similarity	0.6188	NPC469505
Remote Similarity	0.6183	NPC474470
Remote Similarity	0.6181	NPC14339
Remote Similarity	0.6163	NPC245974
Remote Similarity	0.6159	NPC307123
Remote Similarity	0.6159	NPC97870
Remote Similarity	0.6159	NPC247018
Remote Similarity	0.6159	NPC269340
Remote Similarity	0.615	NPC288305
Remote Similarity	0.6142	NPC138830
Remote Similarity	0.614	NPC136951
Remote Similarity	0.614	NPC161155
Remote Similarity	0.614	NPC97004
Remote Similarity	0.614	NPC247298
Remote Similarity	0.6138	NPC315542
Remote Similarity	0.6131	NPC473460
Remote Similarity	0.6131	NPC36434
Remote Similarity	0.6124	NPC46259
Remote Similarity	0.6117	NPC288349
Remote Similarity	0.6105	NPC97282
Remote Similarity	0.61	NPC268077
Remote Similarity	0.6095	NPC298821
Remote Similarity	0.6089	NPC129603
Remote Similarity	0.6089	NPC40389
Remote Similarity	0.6089	NPC93653
Remote Similarity	0.6089	NPC78359
Remote Similarity	0.6089	NPC148014
Remote Similarity	0.6089	NPC315707
Remote Similarity	0.6089	NPC65490
Remote Similarity	0.6089	NPC306366
Remote Similarity	0.6089	NPC231862
Remote Similarity	0.6087	NPC266176
Remote Similarity	0.6087	NPC158148
Remote Similarity	0.6087	NPC82533
Remote Similarity	0.6087	NPC290759
Remote Similarity	0.6073	NPC21425
Remote Similarity	0.6071	NPC161804
Remote Similarity	0.607	NPC472111
Remote Similarity	0.607	NPC195787
Remote Similarity	0.607	NPC471736
Remote Similarity	0.607	NPC246140
Remote Similarity	0.6066	NPC329717
Remote Similarity	0.6066	NPC196091
Remote Similarity	0.6062	NPC470483
Remote Similarity	0.6061	NPC208022
Remote Similarity	0.6059	NPC475133
Remote Similarity	0.6059	NPC123761
Remote Similarity	0.6056	NPC471513
Remote Similarity	0.6056	NPC59028
Remote Similarity	0.6056	NPC199737
Remote Similarity	0.6056	NPC92191
Remote Similarity	0.6056	NPC257763
Remote Similarity	0.6056	NPC57105
Remote Similarity	0.6056	NPC85651
Remote Similarity	0.6053	NPC473007
Remote Similarity	0.6051	NPC243626
Remote Similarity	0.6051	NPC230313
Remote Similarity	0.605	NPC207971
Remote Similarity	0.6049	NPC218323
Remote Similarity	0.6044	NPC233650
Remote Similarity	0.6044	NPC314861
Remote Similarity	0.6043	NPC316161
Remote Similarity	0.6043	NPC475421
Remote Similarity	0.6042	NPC217294
Remote Similarity	0.604	NPC41594
Remote Similarity	0.604	NPC478075
Remote Similarity	0.6034	NPC147091
Remote Similarity	0.6032	NPC469831
Remote Similarity	0.6027	NPC70201
Remote Similarity	0.6026	NPC255721
Remote Similarity	0.6023	NPC274026
Remote Similarity	0.6022	NPC225597
Remote Similarity	0.6022	NPC18402
Remote Similarity	0.6022	NPC477640
Remote Similarity	0.6022	NPC470739
Remote Similarity	0.602	NPC87714
Remote Similarity	0.602	NPC162653
Remote Similarity	0.6019	NPC217903
Remote Similarity	0.6012	NPC313414
Remote Similarity	0.6011	NPC134858
Remote Similarity	0.6011	NPC10730
Remote Similarity	0.6011	NPC10875
Remote Similarity	0.601	NPC473008
Remote Similarity	0.601	NPC174629
Remote Similarity	0.601	NPC45389
Remote Similarity	0.601	NPC126556
Remote Similarity	0.6	NPC475686
Remote Similarity	0.6	NPC58766
Remote Similarity	0.6	NPC73280
Remote Similarity	0.6	NPC302001
Remote Similarity	0.6	NPC10653
Remote Similarity	0.6	NPC318525
Remote Similarity	0.6	NPC477397
Remote Similarity	0.6	NPC476069
Remote Similarity	0.6	NPC470485
Remote Similarity	0.599	NPC472286
Remote Similarity	0.599	NPC472287
Remote Similarity	0.5989	NPC204179
Remote Similarity	0.5989	NPC127082
Remote Similarity	0.5987	NPC9336
Remote Similarity	0.5982	NPC314702
Remote Similarity	0.5981	NPC77777
Remote Similarity	0.598	NPC471561
Remote Similarity	0.5979	NPC219963
Remote Similarity	0.5978	NPC471568
Remote Similarity	0.5978	NPC473693
Remote Similarity	0.5974	NPC322735
Remote Similarity	0.5971	NPC119722
Remote Similarity	0.5971	NPC159815
Remote Similarity	0.5971	NPC116178
Remote Similarity	0.5971	NPC10732
Remote Similarity	0.597	NPC41216
Remote Similarity	0.5969	NPC198401
Remote Similarity	0.5968	NPC474475
Remote Similarity	0.5966	NPC314223
Remote Similarity	0.5964	NPC470392
Remote Similarity	0.5964	NPC471953
Remote Similarity	0.5964	NPC208757
Remote Similarity	0.5963	NPC328267
Remote Similarity	0.5962	NPC19175
Remote Similarity	0.5961	NPC316403
Remote Similarity	0.596	NPC112937
Remote Similarity	0.5957	NPC49353

Drug Structure

NPD1678 OpenBabel08211701082D 25 26 0 0 1 0 0 0 0 0999 V2000 -1.3080 -2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.9128 1.8364 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 0.0933 -1.7796 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 7.6449 1.8364 0.0000 C 0 0 2 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 7.6449 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.1449 -0.0296 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 8.6449 0.8364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.7788 0.3364 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.5827 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4612 1.7213 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9013 -1.8841 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 2.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.5109 3.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 4 1 0 0 0 0 2 10 2 0 0 0 0 3 5 2 0 0 0 0 3 10 1 0 0 0 0 4 11 2 0 0 0 0 5 11 1 0 0 0 0 6 7 1 0 0 0 0 7 23 1 0 0 0 0 8 12 1 0 0 0 0 8 19 1 0 0 0 0 9 22 1 0 0 0 0 10 19 1 0 0 0 0 11 23 1 0 0 0 0 12 9 1 6 0 0 0 12 24 1 0 0 0 0 13 6 1 1 0 0 0 13 15 1 0 0 0 0 13 20 1 0 0 0 0 14 19 1 0 0 0 0 14 21 2 0 0 0 0 14 24 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 15 18 1 0 0 0 0 20 25 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000095
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	60824
ChEBI
CAS Number

Drug Properties

Molecular Weight	349.11
ALogP	-0.0061
MLogP	2.12
XLogP	2.659
HDA	5
HBD	1
Rotatable Bonds	13
TPSA	68.23
RO5 Violation	0