NPASS drugs

Drug Information

Drug ID:	NPD3783
Drug Name:
Molecular Formula:	C20H16FN3O4
Canonical SMILES:	NC1CCCN1c1c(F)cc2c3c1oc1ccccc1n3cc(c2=O)C(=O)O
Standard InCHI:	InChI=1S/C20H16FN3O4/c21-12-8-10-16-19(17(12)23-7-3-6-15(23)22)28-14-5-2-1-4-13(14)24(16)9-11(18(10)25)20(26)27/h1-2,4-5,8-9,15H,3,6-7,22H2,(H,26,27)
Standard InCHIKey:	ZVHIEKIZOZRHFT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3783

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	314
0.1-0.2	1857
0.2-0.3	7814
0.3-0.4	4737
0.4-0.5	9041
0.5-0.6	6523
0.6-0.7	570
0.7-0.8	32
0.8-0.85	0
0.85-0.9	2
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
High Similarity	0.867	NPC330683
High Similarity	0.867	NPC329567
Intermediate Similarity	0.7581	NPC478075
Intermediate Similarity	0.7538	NPC318183
Intermediate Similarity	0.7376	NPC30749
Intermediate Similarity	0.7371	NPC112937
Intermediate Similarity	0.7363	NPC292265
Intermediate Similarity	0.7342	NPC176113
Intermediate Similarity	0.733	NPC305542
Intermediate Similarity	0.7294	NPC195787
Intermediate Similarity	0.7294	NPC246140
Intermediate Similarity	0.729	NPC265642
Intermediate Similarity	0.729	NPC138615
Intermediate Similarity	0.729	NPC218733
Intermediate Similarity	0.729	NPC132874
Intermediate Similarity	0.7207	NPC218303
Intermediate Similarity	0.7143	NPC13249
Intermediate Similarity	0.713	NPC115588
Intermediate Similarity	0.7123	NPC5630
Intermediate Similarity	0.7104	NPC212123
Intermediate Similarity	0.71	NPC93653
Intermediate Similarity	0.7087	NPC8467
Intermediate Similarity	0.7085	NPC474366
Intermediate Similarity	0.7081	NPC314659
Intermediate Similarity	0.7042	NPC45389
Intermediate Similarity	0.7033	NPC197335
Intermediate Similarity	0.7032	NPC469732
Intermediate Similarity	0.7017	NPC151171
Intermediate Similarity	0.7017	NPC301501
Intermediate Similarity	0.7014	NPC301292
Intermediate Similarity	0.7014	NPC313112
Intermediate Similarity	0.7009	NPC22476
Intermediate Similarity	0.7	NPC15987
Intermediate Similarity	0.7	NPC1464
Remote Similarity	0.6981	NPC87391
Remote Similarity	0.698	NPC257763
Remote Similarity	0.6968	NPC41216
Remote Similarity	0.6964	NPC475133
Remote Similarity	0.6951	NPC198160
Remote Similarity	0.6949	NPC139373
Remote Similarity	0.6947	NPC127996
Remote Similarity	0.6947	NPC119722
Remote Similarity	0.6943	NPC134702
Remote Similarity	0.6937	NPC87714
Remote Similarity	0.6936	NPC223242
Remote Similarity	0.6933	NPC154922
Remote Similarity	0.693	NPC203628
Remote Similarity	0.6929	NPC469451
Remote Similarity	0.6926	NPC7560
Remote Similarity	0.6923	NPC288759
Remote Similarity	0.6917	NPC469450
Remote Similarity	0.6913	NPC222046
Remote Similarity	0.6905	NPC85613
Remote Similarity	0.6905	NPC283810
Remote Similarity	0.6905	NPC5167
Remote Similarity	0.6886	NPC148391
Remote Similarity	0.6881	NPC303214
Remote Similarity	0.6878	NPC232600
Remote Similarity	0.6872	NPC329932
Remote Similarity	0.6872	NPC208522
Remote Similarity	0.6872	NPC116178
Remote Similarity	0.6872	NPC270301
Remote Similarity	0.687	NPC182853
Remote Similarity	0.687	NPC195120
Remote Similarity	0.687	NPC87560
Remote Similarity	0.687	NPC184408
Remote Similarity	0.6861	NPC268077
Remote Similarity	0.6861	NPC475147
Remote Similarity	0.686	NPC469452
Remote Similarity	0.686	NPC469722
Remote Similarity	0.6858	NPC25961
Remote Similarity	0.6858	NPC269449
Remote Similarity	0.6856	NPC234772
Remote Similarity	0.6854	NPC316141
Remote Similarity	0.6853	NPC118189
Remote Similarity	0.6844	NPC285192
Remote Similarity	0.6842	NPC321166
Remote Similarity	0.6842	NPC217903
Remote Similarity	0.6842	NPC114468
Remote Similarity	0.684	NPC288110
Remote Similarity	0.6838	NPC122886
Remote Similarity	0.6829	NPC299582
Remote Similarity	0.6826	NPC126556
Remote Similarity	0.6818	NPC100863
Remote Similarity	0.6818	NPC234933
Remote Similarity	0.6816	NPC207971
Remote Similarity	0.6812	NPC2905
Remote Similarity	0.681	NPC127082
Remote Similarity	0.6804	NPC170333
Remote Similarity	0.6797	NPC77777
Remote Similarity	0.6794	NPC470548
Remote Similarity	0.6792	NPC288305
Remote Similarity	0.6791	NPC21425
Remote Similarity	0.679	NPC113455
Remote Similarity	0.6787	NPC241263
Remote Similarity	0.6786	NPC133156
Remote Similarity	0.6784	NPC144691
Remote Similarity	0.6781	NPC76478
Remote Similarity	0.678	NPC204867
Remote Similarity	0.6774	NPC1820
Remote Similarity	0.6769	NPC268223
Remote Similarity	0.6766	NPC19175
Remote Similarity	0.6763	NPC131977
Remote Similarity	0.6751	NPC274640
Remote Similarity	0.675	NPC160113
Remote Similarity	0.675	NPC476220
Remote Similarity	0.6748	NPC161801
Remote Similarity	0.6744	NPC262725
Remote Similarity	0.6743	NPC206109
Remote Similarity	0.6743	NPC114039
Remote Similarity	0.6738	NPC476069
Remote Similarity	0.6738	NPC118154
Remote Similarity	0.6738	NPC157983
Remote Similarity	0.6737	NPC285254
Remote Similarity	0.6736	NPC49547
Remote Similarity	0.6728	NPC474059
Remote Similarity	0.6714	NPC472163
Remote Similarity	0.6714	NPC116096
Remote Similarity	0.6712	NPC5374
Remote Similarity	0.6709	NPC471513
Remote Similarity	0.6709	NPC257851
Remote Similarity	0.6707	NPC120239
Remote Similarity	0.67	NPC241392
Remote Similarity	0.6696	NPC39500
Remote Similarity	0.6682	NPC198401
Remote Similarity	0.6681	NPC295479
Remote Similarity	0.6681	NPC220241
Remote Similarity	0.6681	NPC477161
Remote Similarity	0.6681	NPC195636
Remote Similarity	0.668	NPC475844
Remote Similarity	0.6667	NPC476436
Remote Similarity	0.6667	NPC71124
Remote Similarity	0.6667	NPC189661
Remote Similarity	0.6653	NPC291173
Remote Similarity	0.6653	NPC477397
Remote Similarity	0.6639	NPC304837
Remote Similarity	0.6639	NPC74575
Remote Similarity	0.6639	NPC473458
Remote Similarity	0.6639	NPC476258
Remote Similarity	0.6638	NPC128476
Remote Similarity	0.6638	NPC329830
Remote Similarity	0.6638	NPC99724
Remote Similarity	0.6636	NPC473815
Remote Similarity	0.6629	NPC314222
Remote Similarity	0.6629	NPC196449
Remote Similarity	0.6625	NPC474688
Remote Similarity	0.6612	NPC39370
Remote Similarity	0.661	NPC144452
Remote Similarity	0.661	NPC148124
Remote Similarity	0.6609	NPC471197
Remote Similarity	0.6607	NPC138830
Remote Similarity	0.6605	NPC470317
Remote Similarity	0.66	NPC67401
Remote Similarity	0.6597	NPC470018
Remote Similarity	0.6597	NPC26928
Remote Similarity	0.6595	NPC118228
Remote Similarity	0.6588	NPC177261
Remote Similarity	0.6581	NPC471198
Remote Similarity	0.658	NPC470482
Remote Similarity	0.658	NPC470481
Remote Similarity	0.6571	NPC41501
Remote Similarity	0.657	NPC329631
Remote Similarity	0.6569	NPC157931
Remote Similarity	0.6569	NPC248903
Remote Similarity	0.6561	NPC254957
Remote Similarity	0.6555	NPC127362
Remote Similarity	0.6553	NPC301163
Remote Similarity	0.6553	NPC475609
Remote Similarity	0.6532	NPC469816
Remote Similarity	0.6532	NPC469815
Remote Similarity	0.653	NPC18890
Remote Similarity	0.6529	NPC473186
Remote Similarity	0.6529	NPC476429
Remote Similarity	0.6525	NPC472099
Remote Similarity	0.6524	NPC298449
Remote Similarity	0.6514	NPC150308
Remote Similarity	0.6513	NPC51388
Remote Similarity	0.6513	NPC314633
Remote Similarity	0.6512	NPC70092
Remote Similarity	0.6511	NPC248601
Remote Similarity	0.6509	NPC73280
Remote Similarity	0.6507	NPC321428
Remote Similarity	0.6504	NPC214368
Remote Similarity	0.6502	NPC472540
Remote Similarity	0.6502	NPC125924
Remote Similarity	0.6502	NPC472539
Remote Similarity	0.6502	NPC470787
Remote Similarity	0.65	NPC313293
Remote Similarity	0.65	NPC478078
Remote Similarity	0.65	NPC473569
Remote Similarity	0.6498	NPC280799
Remote Similarity	0.6498	NPC97584
Remote Similarity	0.6496	NPC478048
Remote Similarity	0.649	NPC293458
Remote Similarity	0.649	NPC314702
Remote Similarity	0.6488	NPC474701
Remote Similarity	0.6488	NPC477112
Remote Similarity	0.6484	NPC14994
Remote Similarity	0.6483	NPC219397
Remote Similarity	0.6482	NPC329982

Drug Structure

NPD3783 OpenBabel08211704332D 31 35 0 0 1 0 0 0 0 0999 V2000 2.4599 1.4012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6384 1.8755 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1455 -0.7668 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4599 0.4527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8169 1.4012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7575 0.0868 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4536 -1.3996 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0373 -2.8296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4301 -1.4553 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7908 -2.3715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4177 -2.3929 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8420 -2.3499 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6384 -0.0216 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8169 0.4527 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8257 -0.0185 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8032 -1.4339 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8296 -1.4123 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6011 -2.8512 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0124 -0.9432 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.2227 -2.8714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6643 -2.8099 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.1929 0.6734 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.6379 -0.9372 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6260 -0.9648 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.5901 -3.7922 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.8310 -3.7220 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1552 -2.7854 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 -0.2772 0.4713 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4757 1.5674 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5469 -1.9348 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 6 1 0 0 0 0 3 7 1 0 0 0 0 4 13 2 0 0 0 0 5 14 2 0 0 0 0 6 15 1 0 0 0 0 7 23 1 0 0 0 0 8 10 2 0 0 0 0 8 12 1 0 0 0 0 9 11 2 0 0 0 0 9 24 1 0 0 0 0 10 16 1 0 0 0 0 10 18 1 0 0 0 0 11 18 1 0 0 0 0 11 20 1 0 0 0 0 12 17 2 0 0 0 0 12 21 1 0 0 0 0 13 14 1 0 0 0 0 13 24 1 0 0 0 0 14 28 1 0 0 0 0 15 22 1 0 0 0 0 15 23 1 0 0 0 0 16 19 2 0 0 0 0 16 24 1 0 0 0 0 17 19 1 0 0 0 0 17 23 1 0 0 0 0 18 25 2 0 0 0 0 19 28 1 0 0 0 0 20 26 2 0 0 0 0 20 27 1 0 0 0 0 22 29 1 0 0 0 0 22 30 1 0 0 0 0 27 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC003859
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	132823
ChEBI
CAS Number

Drug Properties

Molecular Weight	381.11
ALogP	-1.5825
MLogP	2.78
XLogP	3.369
HDA	6
HBD	2
Rotatable Bonds	5
TPSA	96.1
RO5 Violation	0