NPASS drugs

Drug Information

Drug ID:	NPD3912
Drug Name:	FK-973
Molecular Formula:	C20H21N3O9
Canonical SMILES:	O=Cc1cc(OC(=O)C)c2c(c1)N1C[C@H]3[C@@H]([C@]([C@H]2COC(=N)O)(O1)OC(=O)C)N3C(=O)C
Standard InCHI:	InChI=1S/C20H21N3O9/c1-9(25)23-15-6-22-14-4-12(7-24)5-16(30-10(2)26)17(14)13(8-29-19(21)28)20(32-22,18(15)23)31-11(3)27/h4-5,7,13,15,18H,6,8H2,1-3H3,(H2,21,28)/t13-,15-,18-,20-,23?/m0/s1
Standard InCHIKey:	FBXPCVIKIBWXAE-ZJZHAWLTSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3912

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	274
0.1-0.2	1369
0.2-0.3	5479
0.3-0.4	7497
0.4-0.5	8691
0.5-0.6	6896
0.6-0.7	659
0.7-0.8	25
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	0.7441	NPC473004
Intermediate Similarity	0.729	NPC230313
Intermediate Similarity	0.7264	NPC473008
Intermediate Similarity	0.7252	NPC477160
Intermediate Similarity	0.7183	NPC474059
Intermediate Similarity	0.7182	NPC207971
Intermediate Similarity	0.7162	NPC478075
Intermediate Similarity	0.715	NPC28510
Intermediate Similarity	0.7149	NPC268077
Intermediate Similarity	0.7117	NPC477161
Intermediate Similarity	0.711	NPC100863
Intermediate Similarity	0.71	NPC148124
Intermediate Similarity	0.7075	NPC473007
Intermediate Similarity	0.7074	NPC77777
Intermediate Similarity	0.7064	NPC472191
Intermediate Similarity	0.7056	NPC99724
Intermediate Similarity	0.7054	NPC329567
Intermediate Similarity	0.7054	NPC330683
Intermediate Similarity	0.7051	NPC243626
Intermediate Similarity	0.7051	NPC248903
Intermediate Similarity	0.7029	NPC314702
Intermediate Similarity	0.7027	NPC41216
Intermediate Similarity	0.7013	NPC476069
Intermediate Similarity	0.7009	NPC26928
Intermediate Similarity	0.7009	NPC21425
Remote Similarity	0.6987	NPC234772
Remote Similarity	0.6966	NPC122886
Remote Similarity	0.6966	NPC231924
Remote Similarity	0.6955	NPC71124
Remote Similarity	0.692	NPC14339
Remote Similarity	0.6917	NPC154922
Remote Similarity	0.69	NPC473006
Remote Similarity	0.6892	NPC67904
Remote Similarity	0.6892	NPC138830
Remote Similarity	0.6883	NPC195636
Remote Similarity	0.6878	NPC112937
Remote Similarity	0.6875	NPC160113
Remote Similarity	0.6875	NPC476220
Remote Similarity	0.6875	NPC473460
Remote Similarity	0.6872	NPC127082
Remote Similarity	0.687	NPC55470
Remote Similarity	0.6867	NPC10653
Remote Similarity	0.6867	NPC318525
Remote Similarity	0.6858	NPC308943
Remote Similarity	0.6856	NPC159815
Remote Similarity	0.6846	NPC291173
Remote Similarity	0.6844	NPC113455
Remote Similarity	0.6844	NPC473422
Remote Similarity	0.684	NPC148183
Remote Similarity	0.684	NPC152768
Remote Similarity	0.6822	NPC19175
Remote Similarity	0.6822	NPC314659
Remote Similarity	0.6816	NPC127178
Remote Similarity	0.6814	NPC195787
Remote Similarity	0.6814	NPC246140
Remote Similarity	0.6808	NPC70092
Remote Similarity	0.6798	NPC471561
Remote Similarity	0.6798	NPC475133
Remote Similarity	0.6797	NPC316297
Remote Similarity	0.6797	NPC314817
Remote Similarity	0.6797	NPC66191
Remote Similarity	0.6793	NPC476436
Remote Similarity	0.6789	NPC45389
Remote Similarity	0.6787	NPC477258
Remote Similarity	0.6783	NPC10732
Remote Similarity	0.6776	NPC197335
Remote Similarity	0.6773	NPC254957
Remote Similarity	0.6771	NPC5374
Remote Similarity	0.6762	NPC476258
Remote Similarity	0.6762	NPC304837
Remote Similarity	0.6761	NPC120239
Remote Similarity	0.6754	NPC207873
Remote Similarity	0.6754	NPC90185
Remote Similarity	0.6754	NPC100573
Remote Similarity	0.6753	NPC30749
Remote Similarity	0.6753	NPC321166
Remote Similarity	0.6752	NPC288110
Remote Similarity	0.6752	NPC219397
Remote Similarity	0.6739	NPC471532
Remote Similarity	0.6739	NPC82541
Remote Similarity	0.6738	NPC126556
Remote Similarity	0.6728	NPC87391
Remote Similarity	0.6728	NPC262725
Remote Similarity	0.6712	NPC473569
Remote Similarity	0.6712	NPC174629
Remote Similarity	0.6711	NPC198160
Remote Similarity	0.6711	NPC222561
Remote Similarity	0.671	NPC470482
Remote Similarity	0.671	NPC470481
Remote Similarity	0.6708	NPC477397
Remote Similarity	0.6699	NPC301163
Remote Similarity	0.6697	NPC203972
Remote Similarity	0.6697	NPC471825
Remote Similarity	0.6696	NPC269449
Remote Similarity	0.6696	NPC470484
Remote Similarity	0.6695	NPC473458
Remote Similarity	0.6682	NPC22476
Remote Similarity	0.6682	NPC471648
Remote Similarity	0.6667	NPC251071
Remote Similarity	0.6653	NPC301501
Remote Similarity	0.6653	NPC476429
Remote Similarity	0.6653	NPC472099
Remote Similarity	0.6653	NPC477393
Remote Similarity	0.6652	NPC298449
Remote Similarity	0.6652	NPC204970
Remote Similarity	0.6651	NPC73280
Remote Similarity	0.6639	NPC313720
Remote Similarity	0.6639	NPC17160
Remote Similarity	0.6638	NPC305542
Remote Similarity	0.6638	NPC212123
Remote Similarity	0.6638	NPC195120
Remote Similarity	0.6638	NPC87560
Remote Similarity	0.6638	NPC116178
Remote Similarity	0.6638	NPC472098
Remote Similarity	0.6638	NPC127996
Remote Similarity	0.6637	NPC232600
Remote Similarity	0.6626	NPC185031
Remote Similarity	0.6625	NPC471513
Remote Similarity	0.6624	NPC470001
Remote Similarity	0.6624	NPC46259
Remote Similarity	0.6624	NPC470002
Remote Similarity	0.6623	NPC476651
Remote Similarity	0.6623	NPC87714
Remote Similarity	0.6623	NPC475147
Remote Similarity	0.6622	NPC470485
Remote Similarity	0.662	NPC270301
Remote Similarity	0.6611	NPC115588
Remote Similarity	0.661	NPC475609
Remote Similarity	0.6609	NPC217903
Remote Similarity	0.6609	NPC268223
Remote Similarity	0.6608	NPC473005
Remote Similarity	0.6607	NPC316282
Remote Similarity	0.6606	NPC322621
Remote Similarity	0.6602	NPC227824
Remote Similarity	0.66	NPC477396
Remote Similarity	0.6586	NPC329932
Remote Similarity	0.6584	NPC139373
Remote Similarity	0.6582	NPC157983
Remote Similarity	0.6582	NPC274268
Remote Similarity	0.6582	NPC118154
Remote Similarity	0.6578	NPC23080
Remote Similarity	0.6578	NPC234933
Remote Similarity	0.6578	NPC193906
Remote Similarity	0.6573	NPC469451
Remote Similarity	0.6573	NPC469452
Remote Similarity	0.6573	NPC124300
Remote Similarity	0.6573	NPC477395
Remote Similarity	0.6568	NPC134702
Remote Similarity	0.6567	NPC264176
Remote Similarity	0.6567	NPC119722
Remote Similarity	0.656	NPC310618
Remote Similarity	0.6559	NPC477585
Remote Similarity	0.6559	NPC477586
Remote Similarity	0.6559	NPC469450
Remote Similarity	0.6559	NPC477588
Remote Similarity	0.6559	NPC477590
Remote Similarity	0.6555	NPC118189
Remote Similarity	0.6555	NPC128476
Remote Similarity	0.6553	NPC471531
Remote Similarity	0.6552	NPC474366
Remote Similarity	0.6546	NPC291609
Remote Similarity	0.6545	NPC131977
Remote Similarity	0.6544	NPC288305
Remote Similarity	0.654	NPC222046
Remote Similarity	0.6538	NPC124658
Remote Similarity	0.6538	NPC227361
Remote Similarity	0.6535	NPC15987
Remote Similarity	0.6535	NPC474077
Remote Similarity	0.6532	NPC1820
Remote Similarity	0.6532	NPC470483
Remote Similarity	0.6525	NPC313327
Remote Similarity	0.6524	NPC220241
Remote Similarity	0.6524	NPC218303
Remote Similarity	0.6524	NPC61731
Remote Similarity	0.6524	NPC295479
Remote Similarity	0.6524	NPC186569
Remote Similarity	0.6518	NPC151171
Remote Similarity	0.6518	NPC198401
Remote Similarity	0.6516	NPC169387
Remote Similarity	0.6516	NPC477259
Remote Similarity	0.6514	NPC477159
Remote Similarity	0.6513	NPC128115
Remote Similarity	0.6511	NPC189661
Remote Similarity	0.6511	NPC148391
Remote Similarity	0.6511	NPC176113
Remote Similarity	0.6509	NPC153365
Remote Similarity	0.6507	NPC93653
Remote Similarity	0.6506	NPC469722
Remote Similarity	0.6504	NPC17677
Remote Similarity	0.6502	NPC206109
Remote Similarity	0.6502	NPC114039
Remote Similarity	0.6502	NPC223242
Remote Similarity	0.65	NPC100734
Remote Similarity	0.65	NPC88923
Remote Similarity	0.65	NPC315634
Remote Similarity	0.6498	NPC222524
Remote Similarity	0.6498	NPC82056
Remote Similarity	0.6498	NPC182853
Remote Similarity	0.6494	NPC257266
Remote Similarity	0.6493	NPC299582

Drug Structure

NPD3912 OpenBabel08211704332D 34 37 0 0 1 0 0 0 0 0999 V2000 -2.9720 -0.7954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9820 2.2973 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5473 2.2137 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3884 -0.4603 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1852 0.9185 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 -0.9193 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9809 -0.4609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7965 2.2985 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5121 0.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1859 2.7573 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6654 2.4729 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1848 -0.0009 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7963 1.3791 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5924 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7964 -0.4596 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3891 1.3785 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5927 0.9191 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7961 0.4601 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.3778 4.1471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 0.9195 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.2870 4.2840 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7960 -0.4598 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5927 0.0005 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.9805 -1.3803 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9716 0.7970 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.1863 3.6767 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.4488 3.3662 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.8047 4.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7057 2.4354 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.3895 2.2979 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.8387 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 3.6231 5.1398 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.1408 5.7219 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 9 1 0 0 0 0 2 10 1 0 0 0 0 3 11 1 0 0 0 0 4 12 2 0 0 0 0 4 14 1 0 0 0 0 5 12 1 0 0 0 0 5 16 2 0 0 0 0 6 22 1 0 0 0 0 7 12 1 0 0 0 0 7 24 2 0 0 0 0 8 13 1 0 0 0 0 8 29 1 0 0 0 0 9 23 1 0 0 0 0 9 25 2 0 0 0 0 10 26 2 0 0 0 0 10 30 1 0 0 0 0 11 27 2 0 0 0 0 11 31 1 0 0 0 0 13 17 1 0 0 0 0 13 20 1 1 0 0 0 14 17 2 0 0 0 0 14 22 1 0 0 0 0 15 6 1 6 0 0 0 15 18 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 30 1 0 0 0 0 18 20 1 6 0 0 0 18 23 1 0 0 0 0 19 21 2 0 0 0 0 19 28 1 0 0 0 0 19 29 1 0 0 0 0 20 31 1 1 0 0 0 20 32 1 0 0 0 0 21 33 1 0 0 0 0 22 32 1 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013718
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	447.13
ALogP	-1.0151
MLogP	2.34
XLogP	1.023
HDA	9
HBD	2
Rotatable Bonds	13
TPSA	155.53
RO5 Violation	0