NPASS drugs

Drug Information

Drug ID:	NPD3437
Drug Name:	FK-317
Molecular Formula:	C19H21N3O8
Canonical SMILES:	O=Cc1cc(OC)c2c(c1)N1CC3C(C(C2COC(=N)O)(O1)OC(=O)C)N3C(=O)C
Standard InCHI:	InChI=1S/C19H21N3O8/c1-9(24)22-14-6-21-13-4-11(7-23)5-15(27-3)16(13)12(8-28-18(20)26)19(30-21,17(14)22)29-10(2)25/h4-5,7,12,14,17H,6,8H2,1-3H3,(H2,20,26)
Standard InCHIKey:	BUZDGGFWWPZBIN-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3437

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	258
0.1-0.2	1329
0.2-0.3	5156
0.3-0.4	7719
0.4-0.5	9350
0.5-0.6	6313
0.6-0.7	741
0.7-0.8	24
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	0.7548	NPC473004
Intermediate Similarity	0.7393	NPC230313
Intermediate Similarity	0.7368	NPC473008
Intermediate Similarity	0.7352	NPC477160
Intermediate Similarity	0.7286	NPC474059
Intermediate Similarity	0.7281	NPC207971
Intermediate Similarity	0.726	NPC478075
Intermediate Similarity	0.7251	NPC28510
Intermediate Similarity	0.7248	NPC268077
Intermediate Similarity	0.7215	NPC477161
Intermediate Similarity	0.7209	NPC100863
Intermediate Similarity	0.7177	NPC473007
Intermediate Similarity	0.7168	NPC77777
Intermediate Similarity	0.7163	NPC472191
Intermediate Similarity	0.715	NPC243626
Intermediate Similarity	0.7109	NPC21425
Intermediate Similarity	0.708	NPC234772
Intermediate Similarity	0.7056	NPC231924
Intermediate Similarity	0.7056	NPC122886
Intermediate Similarity	0.7051	NPC71124
Intermediate Similarity	0.7043	NPC148124
Intermediate Similarity	0.7014	NPC14339
Intermediate Similarity	0.7004	NPC154922
Intermediate Similarity	0.7	NPC99724
Remote Similarity	0.6996	NPC330683
Remote Similarity	0.6996	NPC329567
Remote Similarity	0.6996	NPC248903
Remote Similarity	0.6991	NPC473006
Remote Similarity	0.6986	NPC138830
Remote Similarity	0.6986	NPC67904
Remote Similarity	0.6975	NPC314702
Remote Similarity	0.6974	NPC195636
Remote Similarity	0.6968	NPC41216
Remote Similarity	0.6962	NPC476220
Remote Similarity	0.6962	NPC160113
Remote Similarity	0.696	NPC55470
Remote Similarity	0.6957	NPC318525
Remote Similarity	0.6957	NPC10653
Remote Similarity	0.6953	NPC26928
Remote Similarity	0.6951	NPC308943
Remote Similarity	0.6947	NPC159815
Remote Similarity	0.6933	NPC291173
Remote Similarity	0.693	NPC148183
Remote Similarity	0.693	NPC152768
Remote Similarity	0.6929	NPC113455
Remote Similarity	0.6919	NPC314659
Remote Similarity	0.691	NPC19175
Remote Similarity	0.6909	NPC127178
Remote Similarity	0.6906	NPC195787
Remote Similarity	0.6906	NPC246140
Remote Similarity	0.6905	NPC70092
Remote Similarity	0.6883	NPC476069
Remote Similarity	0.688	NPC476436
Remote Similarity	0.6872	NPC197335
Remote Similarity	0.6872	NPC10732
Remote Similarity	0.6866	NPC254957
Remote Similarity	0.6864	NPC5374
Remote Similarity	0.6846	NPC304837
Remote Similarity	0.6846	NPC476258
Remote Similarity	0.6844	NPC207873
Remote Similarity	0.6844	NPC100573
Remote Similarity	0.6844	NPC90185
Remote Similarity	0.6844	NPC120239
Remote Similarity	0.684	NPC288110
Remote Similarity	0.6828	NPC82541
Remote Similarity	0.6826	NPC126556
Remote Similarity	0.6822	NPC87391
Remote Similarity	0.6822	NPC262725
Remote Similarity	0.6818	NPC112937
Remote Similarity	0.6816	NPC473460
Remote Similarity	0.6806	NPC473569
Remote Similarity	0.6806	NPC174629
Remote Similarity	0.68	NPC222561
Remote Similarity	0.6798	NPC470481
Remote Similarity	0.6798	NPC301163
Remote Similarity	0.6798	NPC470482
Remote Similarity	0.6793	NPC477397
Remote Similarity	0.6789	NPC203972
Remote Similarity	0.6786	NPC473422
Remote Similarity	0.6786	NPC470484
Remote Similarity	0.6784	NPC269449
Remote Similarity	0.678	NPC473458
Remote Similarity	0.6774	NPC22476
Remote Similarity	0.6746	NPC73280
Remote Similarity	0.6743	NPC204970
Remote Similarity	0.674	NPC471561
Remote Similarity	0.6739	NPC66191
Remote Similarity	0.6739	NPC314817
Remote Similarity	0.6739	NPC316297
Remote Similarity	0.6739	NPC298449
Remote Similarity	0.6738	NPC472099
Remote Similarity	0.6736	NPC301501
Remote Similarity	0.6736	NPC476429
Remote Similarity	0.6735	NPC477393
Remote Similarity	0.673	NPC127082
Remote Similarity	0.6728	NPC45389
Remote Similarity	0.6726	NPC212123
Remote Similarity	0.6726	NPC232600
Remote Similarity	0.6725	NPC127996
Remote Similarity	0.6725	NPC472098
Remote Similarity	0.6724	NPC195120
Remote Similarity	0.6724	NPC87560
Remote Similarity	0.6722	NPC313720
Remote Similarity	0.6722	NPC17160
Remote Similarity	0.6714	NPC270301
Remote Similarity	0.6712	NPC470485
Remote Similarity	0.6711	NPC475147
Remote Similarity	0.6711	NPC87714
Remote Similarity	0.6709	NPC46259
Remote Similarity	0.6709	NPC471513
Remote Similarity	0.6708	NPC185031
Remote Similarity	0.6698	NPC322621
Remote Similarity	0.6697	NPC316282
Remote Similarity	0.6696	NPC30749
Remote Similarity	0.6696	NPC268223
Remote Similarity	0.6696	NPC321166
Remote Similarity	0.6696	NPC473005
Remote Similarity	0.6695	NPC475609
Remote Similarity	0.6695	NPC115588
Remote Similarity	0.6695	NPC219397
Remote Similarity	0.6681	NPC471532
Remote Similarity	0.668	NPC477396
Remote Similarity	0.6667	NPC274268
Remote Similarity	0.6667	NPC329932
Remote Similarity	0.6667	NPC475133
Remote Similarity	0.6667	NPC193906
Remote Similarity	0.6667	NPC118154
Remote Similarity	0.6667	NPC157983
Remote Similarity	0.6667	NPC23080
Remote Similarity	0.6667	NPC139373
Remote Similarity	0.6653	NPC469451
Remote Similarity	0.6653	NPC469452
Remote Similarity	0.6653	NPC477395
Remote Similarity	0.6652	NPC134702
Remote Similarity	0.6652	NPC119722
Remote Similarity	0.6652	NPC198160
Remote Similarity	0.6652	NPC264176
Remote Similarity	0.6652	NPC477258
Remote Similarity	0.6639	NPC469450
Remote Similarity	0.6638	NPC118189
Remote Similarity	0.6638	NPC128476
Remote Similarity	0.6638	NPC474366
Remote Similarity	0.6626	NPC131977
Remote Similarity	0.6624	NPC222046
Remote Similarity	0.6623	NPC124658
Remote Similarity	0.6623	NPC227361
Remote Similarity	0.6622	NPC474077
Remote Similarity	0.6621	NPC1820
Remote Similarity	0.6621	NPC470483
Remote Similarity	0.6619	NPC471648
Remote Similarity	0.661	NPC251071
Remote Similarity	0.6609	NPC220241
Remote Similarity	0.6609	NPC61731
Remote Similarity	0.6609	NPC186569
Remote Similarity	0.6609	NPC295479
Remote Similarity	0.6606	NPC169387
Remote Similarity	0.6606	NPC477259
Remote Similarity	0.6606	NPC198401
Remote Similarity	0.6605	NPC477159
Remote Similarity	0.6602	NPC93653
Remote Similarity	0.6598	NPC151171
Remote Similarity	0.6596	NPC128115
Remote Similarity	0.6595	NPC189661
Remote Similarity	0.6595	NPC148391
Remote Similarity	0.6592	NPC17677
Remote Similarity	0.6591	NPC114039
Remote Similarity	0.6591	NPC206109
Remote Similarity	0.6589	NPC222524
Remote Similarity	0.6587	NPC299582
Remote Similarity	0.6583	NPC223242
Remote Similarity	0.6581	NPC182853
Remote Similarity	0.658	NPC116178
Remote Similarity	0.658	NPC305542
Remote Similarity	0.6577	NPC303214
Remote Similarity	0.6576	NPC315634
Remote Similarity	0.6576	NPC100734
Remote Similarity	0.6576	NPC88923
Remote Similarity	0.6575	NPC473298
Remote Similarity	0.6575	NPC166979
Remote Similarity	0.6569	NPC470480
Remote Similarity	0.6568	NPC76478
Remote Similarity	0.6567	NPC470001
Remote Similarity	0.6567	NPC470002
Remote Similarity	0.6565	NPC476651
Remote Similarity	0.6561	NPC471825
Remote Similarity	0.6561	NPC478083
Remote Similarity	0.6557	NPC184680
Remote Similarity	0.6555	NPC472115
Remote Similarity	0.6555	NPC21638
Remote Similarity	0.6555	NPC472114
Remote Similarity	0.6553	NPC256422
Remote Similarity	0.6552	NPC217903
Remote Similarity	0.6552	NPC114468
Remote Similarity	0.655	NPC227824
Remote Similarity	0.6549	NPC1464
Remote Similarity	0.6547	NPC24228
Remote Similarity	0.6545	NPC203628
Remote Similarity	0.6542	NPC194740
Remote Similarity	0.6542	NPC311906
Remote Similarity	0.654	NPC112336

Drug Structure

NPD3437 OpenBabel08211703112D 32 35 0 0 1 0 0 0 0 0999 V2000 3.0419 -0.8148 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4601 3.4454 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2604 2.8229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4448 -0.4707 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2600 0.9408 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0001 -0.9409 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0748 -0.4710 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8148 2.3529 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5713 0.0002 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6816 2.5310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2599 -0.0003 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8148 1.4117 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6299 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8150 -0.4706 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.4451 1.4115 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6301 0.9411 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8150 0.4708 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -2.0892 3.3692 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0002 0.9412 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0198 3.5095 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8148 -0.4705 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6302 0.0001 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.8899 -0.0006 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0418 0.8152 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.5842 2.2656 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5024 4.1050 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4453 2.3526 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7454 2.4931 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0004 1.8820 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 -3.3636 4.3856 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.8462 4.9811 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 27 1 0 0 0 0 4 11 2 0 0 0 0 4 13 1 0 0 0 0 5 11 1 0 0 0 0 5 15 2 0 0 0 0 6 14 1 0 0 0 0 6 21 1 0 0 0 0 7 11 1 0 0 0 0 7 23 2 0 0 0 0 8 12 1 0 0 0 0 8 28 1 0 0 0 0 9 22 1 0 0 0 0 9 24 2 0 0 0 0 10 25 2 0 0 0 0 10 29 1 0 0 0 0 12 16 1 0 0 0 0 12 19 1 0 0 0 0 13 16 2 0 0 0 0 13 21 1 0 0 0 0 14 17 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 27 1 0 0 0 0 17 19 1 0 0 0 0 17 22 1 0 0 0 0 18 20 2 0 0 0 0 18 26 1 0 0 0 0 18 28 1 0 0 0 0 19 29 1 0 0 0 0 19 30 1 0 0 0 0 20 31 1 0 0 0 0 21 30 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010277
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	419.13
ALogP	-0.9857
MLogP	2.34
XLogP	0.802
HDA	8
HBD	2
Rotatable Bonds	12
TPSA	138.46
RO5 Violation	0