NPASS drugs

Drug Information

Drug ID:	NPD1663
Drug Name:	PF-708093
Molecular Formula:	C15H17N3O4
Canonical SMILES:	OC(=N)[C@@H]1OC(=O)N(C1)c1ccc2c(c1)CC(=O)N2C(C)C
Standard InCHI:	InChI=1S/C15H17N3O4/c1-8(2)18-11-4-3-10(5-9(11)6-13(18)19)17-7-12(14(16)20)22-15(17)21/h3-5,8,12H,6-7H2,1-2H3,(H2,16,20)/t12-/m1/s1
Standard InCHIKey:	FKMDICPKYZOJFW-GFCCVEGCSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD1663

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	108
0.1-0.2	1006
0.2-0.3	7371
0.3-0.4	15426
0.4-0.5	4319
0.5-0.6	2134
0.6-0.7	515
0.7-0.8	11
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	0.7314	NPC475094
Intermediate Similarity	0.7219	NPC309531
Intermediate Similarity	0.7219	NPC472102
Intermediate Similarity	0.7215	NPC287358
Intermediate Similarity	0.7176	NPC472120
Intermediate Similarity	0.7176	NPC472101
Intermediate Similarity	0.7101	NPC113946
Intermediate Similarity	0.7081	NPC470301
Intermediate Similarity	0.7073	NPC324445
Intermediate Similarity	0.7055	NPC262077
Intermediate Similarity	0.7	NPC104345
Remote Similarity	0.6994	NPC472106
Remote Similarity	0.6989	NPC285622
Remote Similarity	0.6978	NPC282092
Remote Similarity	0.6977	NPC472117
Remote Similarity	0.6954	NPC214960
Remote Similarity	0.6954	NPC279527
Remote Similarity	0.6933	NPC52748
Remote Similarity	0.691	NPC129624
Remote Similarity	0.6905	NPC314223
Remote Similarity	0.6894	NPC122553
Remote Similarity	0.689	NPC315266
Remote Similarity	0.6889	NPC11149
Remote Similarity	0.6871	NPC471164
Remote Similarity	0.6868	NPC245741
Remote Similarity	0.6854	NPC13367
Remote Similarity	0.6821	NPC68650
Remote Similarity	0.6813	NPC477159
Remote Similarity	0.6811	NPC284706
Remote Similarity	0.681	NPC315051
Remote Similarity	0.6809	NPC221687
Remote Similarity	0.68	NPC471124
Remote Similarity	0.6796	NPC91179
Remote Similarity	0.6782	NPC286871
Remote Similarity	0.6772	NPC97100
Remote Similarity	0.6772	NPC473375
Remote Similarity	0.6766	NPC471820
Remote Similarity	0.6766	NPC471821
Remote Similarity	0.6763	NPC471122
Remote Similarity	0.6743	NPC313757
Remote Similarity	0.6742	NPC355
Remote Similarity	0.6728	NPC471123
Remote Similarity	0.6726	NPC2501
Remote Similarity	0.6724	NPC201424
Remote Similarity	0.6724	NPC225319
Remote Similarity	0.6724	NPC143457
Remote Similarity	0.6708	NPC316104
Remote Similarity	0.6708	NPC162417
Remote Similarity	0.6688	NPC322433
Remote Similarity	0.6686	NPC476231
Remote Similarity	0.6684	NPC473298
Remote Similarity	0.6667	NPC478039
Remote Similarity	0.6667	NPC186284
Remote Similarity	0.6667	NPC187231
Remote Similarity	0.6667	NPC472245
Remote Similarity	0.6667	NPC314431
Remote Similarity	0.6667	NPC469901
Remote Similarity	0.6667	NPC22082
Remote Similarity	0.6649	NPC302548
Remote Similarity	0.6648	NPC99043
Remote Similarity	0.6648	NPC218594
Remote Similarity	0.6647	NPC297145
Remote Similarity	0.6647	NPC314186
Remote Similarity	0.6647	NPC473329
Remote Similarity	0.6647	NPC197743
Remote Similarity	0.6646	NPC469560
Remote Similarity	0.6627	NPC476978
Remote Similarity	0.6623	NPC316582
Remote Similarity	0.6616	NPC478158
Remote Similarity	0.6609	NPC153694
Remote Similarity	0.6609	NPC211525
Remote Similarity	0.6608	NPC122590
Remote Similarity	0.6606	NPC263493
Remote Similarity	0.6606	NPC269398
Remote Similarity	0.6603	NPC328683
Remote Similarity	0.6603	NPC283130
Remote Similarity	0.6598	NPC471512
Remote Similarity	0.6595	NPC97584
Remote Similarity	0.6591	NPC282339
Remote Similarity	0.6591	NPC99632
Remote Similarity	0.6585	NPC476133
Remote Similarity	0.6585	NPC98424
Remote Similarity	0.6585	NPC92784
Remote Similarity	0.6585	NPC178662
Remote Similarity	0.6585	NPC470884
Remote Similarity	0.6575	NPC477462
Remote Similarity	0.6573	NPC472115
Remote Similarity	0.6573	NPC472114
Remote Similarity	0.6571	NPC36495
Remote Similarity	0.6571	NPC97380
Remote Similarity	0.6571	NPC63210
Remote Similarity	0.6571	NPC310403
Remote Similarity	0.6571	NPC148468
Remote Similarity	0.6571	NPC263709
Remote Similarity	0.6571	NPC154478
Remote Similarity	0.6571	NPC243673
Remote Similarity	0.6568	NPC240848
Remote Similarity	0.6562	NPC90967
Remote Similarity	0.6562	NPC475559
Remote Similarity	0.6559	NPC52262
Remote Similarity	0.6554	NPC189116
Remote Similarity	0.6554	NPC328270
Remote Similarity	0.6552	NPC29285
Remote Similarity	0.6545	NPC46098
Remote Similarity	0.6545	NPC268841
Remote Similarity	0.6545	NPC307357
Remote Similarity	0.6541	NPC159963
Remote Similarity	0.6534	NPC315368
Remote Similarity	0.6519	NPC96901
Remote Similarity	0.6519	NPC161861
Remote Similarity	0.6519	NPC251212
Remote Similarity	0.6519	NPC214626
Remote Similarity	0.6519	NPC139085
Remote Similarity	0.6517	NPC52059
Remote Similarity	0.6517	NPC470069
Remote Similarity	0.6514	NPC123241
Remote Similarity	0.6514	NPC61013
Remote Similarity	0.6512	NPC66936
Remote Similarity	0.6503	NPC186669
Remote Similarity	0.65	NPC472118
Remote Similarity	0.65	NPC150863
Remote Similarity	0.6497	NPC176983
Remote Similarity	0.6497	NPC175726
Remote Similarity	0.6497	NPC474082
Remote Similarity	0.6497	NPC254698
Remote Similarity	0.6497	NPC293458
Remote Similarity	0.6489	NPC14994
Remote Similarity	0.6489	NPC181928
Remote Similarity	0.6485	NPC54744
Remote Similarity	0.6484	NPC470548
Remote Similarity	0.6477	NPC193410
Remote Similarity	0.6471	NPC322621
Remote Similarity	0.6467	NPC161069
Remote Similarity	0.6467	NPC6974
Remote Similarity	0.6467	NPC11126
Remote Similarity	0.6467	NPC197682
Remote Similarity	0.6467	NPC321211
Remote Similarity	0.646	NPC280807
Remote Similarity	0.6453	NPC162104
Remote Similarity	0.6453	NPC478157
Remote Similarity	0.6448	NPC264482
Remote Similarity	0.6448	NPC203202
Remote Similarity	0.6443	NPC149708
Remote Similarity	0.6441	NPC474058
Remote Similarity	0.6441	NPC248117
Remote Similarity	0.6432	NPC475685
Remote Similarity	0.6429	NPC298851
Remote Similarity	0.6429	NPC21752
Remote Similarity	0.6429	NPC314388
Remote Similarity	0.6429	NPC315283
Remote Similarity	0.6429	NPC293255
Remote Similarity	0.6429	NPC210415
Remote Similarity	0.6429	NPC276993
Remote Similarity	0.6429	NPC181138
Remote Similarity	0.6424	NPC471264
Remote Similarity	0.6424	NPC471265
Remote Similarity	0.6424	NPC68865
Remote Similarity	0.642	NPC222029
Remote Similarity	0.6416	NPC154602
Remote Similarity	0.6415	NPC472244
Remote Similarity	0.6415	NPC470343
Remote Similarity	0.6412	NPC145113
Remote Similarity	0.6407	NPC130251
Remote Similarity	0.6407	NPC168113
Remote Similarity	0.6407	NPC472243
Remote Similarity	0.6404	NPC85651
Remote Similarity	0.6404	NPC35510
Remote Similarity	0.6404	NPC253667
Remote Similarity	0.6404	NPC472121
Remote Similarity	0.6402	NPC473815
Remote Similarity	0.6402	NPC17059
Remote Similarity	0.64	NPC161827
Remote Similarity	0.6398	NPC209389
Remote Similarity	0.6391	NPC313867
Remote Similarity	0.6391	NPC477217
Remote Similarity	0.6391	NPC316008
Remote Similarity	0.6391	NPC201244
Remote Similarity	0.6391	NPC209509
Remote Similarity	0.639	NPC471197
Remote Similarity	0.6384	NPC276085
Remote Similarity	0.6383	NPC307396
Remote Similarity	0.6383	NPC259626
Remote Similarity	0.6382	NPC277350
Remote Similarity	0.638	NPC207428
Remote Similarity	0.6379	NPC285381
Remote Similarity	0.6378	NPC475489
Remote Similarity	0.6373	NPC34717
Remote Similarity	0.6373	NPC289299
Remote Similarity	0.6373	NPC57994
Remote Similarity	0.6369	NPC301760
Remote Similarity	0.6364	NPC84317
Remote Similarity	0.6359	NPC476441
Remote Similarity	0.6359	NPC475607
Remote Similarity	0.6359	NPC471198
Remote Similarity	0.6354	NPC473000
Remote Similarity	0.6354	NPC167724
Remote Similarity	0.6354	NPC223595
Remote Similarity	0.6354	NPC224970
Remote Similarity	0.6353	NPC314358
Remote Similarity	0.6353	NPC136002

Drug Structure

NPD1663 OpenBabel08211701082D 24 26 0 0 1 0 0 0 0 0999 V2000 -6.4190 -3.3044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.7717 -3.8396 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 -2.3364 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 -5.1318 -0.5274 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 -5.4408 -3.0965 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 -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 -5.7196 -1.3364 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 -0.6691 -0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9013 1.8841 0.0000 N 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 -5.1318 -2.1454 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7196 -1.3364 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6810 2.5886 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 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4890 1.0751 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.2743 3.5021 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 8 1 0 0 0 0 3 4 1 0 0 0 0 3 10 2 0 0 0 0 4 11 2 0 0 0 0 5 9 2 0 0 0 0 5 10 1 0 0 0 0 6 9 1 0 0 0 0 6 13 1 0 0 0 0 7 12 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 11 1 0 0 0 0 10 17 1 0 0 0 0 11 18 1 0 0 0 0 12 14 1 6 0 0 0 12 22 1 0 0 0 0 13 18 1 0 0 0 0 13 19 2 0 0 0 0 14 16 2 0 0 0 0 14 20 1 0 0 0 0 15 17 1 0 0 0 0 15 21 2 0 0 0 0 15 22 1 0 0 0 0 16 23 1 0 0 0 0 20 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005332
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	303.12
ALogP	-0.8589
MLogP	2.34
XLogP	1.616
HDA	7
HBD	2
Rotatable Bonds	6
TPSA	93.93
RO5 Violation	0