NPASS drugs

Drug Information

Drug ID:	NPD2823
Drug Name:
Molecular Formula:	C18H18ClFN4O2
Canonical SMILES:	N=C1COC[C@@](N1)(C)c1cc(ccc1F)NC(=O)c1ncc(cc1C)Cl
Standard InCHI:	InChI=1S/C18H18ClFN4O2/c1-10-5-11(19)7-22-16(10)17(25)23-12-3-4-14(20)13(6-12)18(2)9-26-8-15(21)24-18/h3-7H,8-9H2,1-2H3,(H2,21,24)(H,23,25)/t18-/m0/s1
Standard InCHIKey:	RAFVKOLBEOKYJW-SFHVURJKSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2823

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	352
0.1-0.2	2774
0.2-0.3	10950
0.3-0.4	12411
0.4-0.5	1772
0.5-0.6	1876
0.6-0.7	728
0.7-0.8	27
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	0.7256	NPC472064
Intermediate Similarity	0.7217	NPC123395
Intermediate Similarity	0.7215	NPC118940
Intermediate Similarity	0.7196	NPC472062
Intermediate Similarity	0.7196	NPC472063
Intermediate Similarity	0.7196	NPC472069
Intermediate Similarity	0.7156	NPC472070
Intermediate Similarity	0.7136	NPC284338
Intermediate Similarity	0.713	NPC327592
Intermediate Similarity	0.7123	NPC106824
Intermediate Similarity	0.7117	NPC471192
Intermediate Similarity	0.7097	NPC472065
Intermediate Similarity	0.7097	NPC317373
Intermediate Similarity	0.7087	NPC267853
Intermediate Similarity	0.7059	NPC471193
Intermediate Similarity	0.7059	NPC153980
Intermediate Similarity	0.7059	NPC471194
Intermediate Similarity	0.7059	NPC6865
Intermediate Similarity	0.7056	NPC244897
Intermediate Similarity	0.7045	NPC123839
Intermediate Similarity	0.7037	NPC328318
Intermediate Similarity	0.7037	NPC328596
Intermediate Similarity	0.7031	NPC192712
Intermediate Similarity	0.7019	NPC118084
Intermediate Similarity	0.7014	NPC72956
Intermediate Similarity	0.7013	NPC315062
Intermediate Similarity	0.7005	NPC207851
Remote Similarity	0.6996	NPC316411
Remote Similarity	0.6982	NPC318299
Remote Similarity	0.6977	NPC103361
Remote Similarity	0.6955	NPC266249
Remote Similarity	0.6951	NPC317752
Remote Similarity	0.6951	NPC54744
Remote Similarity	0.6931	NPC116961
Remote Similarity	0.69	NPC64216
Remote Similarity	0.687	NPC474196
Remote Similarity	0.6869	NPC135950
Remote Similarity	0.6857	NPC94752
Remote Similarity	0.6852	NPC470499
Remote Similarity	0.6844	NPC478157
Remote Similarity	0.6837	NPC472116
Remote Similarity	0.6828	NPC281049
Remote Similarity	0.6818	NPC473376
Remote Similarity	0.6814	NPC36405
Remote Similarity	0.6808	NPC473763
Remote Similarity	0.6808	NPC117244
Remote Similarity	0.6804	NPC57398
Remote Similarity	0.6794	NPC143533
Remote Similarity	0.6793	NPC104712
Remote Similarity	0.6779	NPC469896
Remote Similarity	0.6771	NPC478158
Remote Similarity	0.677	NPC477979
Remote Similarity	0.6769	NPC474195
Remote Similarity	0.6752	NPC477175
Remote Similarity	0.6752	NPC470730
Remote Similarity	0.6749	NPC41717
Remote Similarity	0.6723	NPC475969
Remote Similarity	0.6723	NPC475859
Remote Similarity	0.6714	NPC213629
Remote Similarity	0.6714	NPC102755
Remote Similarity	0.6712	NPC470497
Remote Similarity	0.6711	NPC320968
Remote Similarity	0.6699	NPC73994
Remote Similarity	0.6698	NPC216550
Remote Similarity	0.6698	NPC472113
Remote Similarity	0.6697	NPC317701
Remote Similarity	0.6697	NPC34837
Remote Similarity	0.6695	NPC165743
Remote Similarity	0.6683	NPC157583
Remote Similarity	0.6683	NPC145885
Remote Similarity	0.6683	NPC84827
Remote Similarity	0.6683	NPC14113
Remote Similarity	0.6682	NPC228835
Remote Similarity	0.6682	NPC245916
Remote Similarity	0.6682	NPC46895
Remote Similarity	0.6667	NPC17059
Remote Similarity	0.6667	NPC177996
Remote Similarity	0.6667	NPC81535
Remote Similarity	0.6667	NPC191415
Remote Similarity	0.6667	NPC147983
Remote Similarity	0.6651	NPC248462
Remote Similarity	0.6637	NPC471191
Remote Similarity	0.6636	NPC111602
Remote Similarity	0.6636	NPC196251
Remote Similarity	0.6636	NPC102338
Remote Similarity	0.6636	NPC63199
Remote Similarity	0.6635	NPC159125
Remote Similarity	0.6621	NPC171317
Remote Similarity	0.662	NPC66210
Remote Similarity	0.6619	NPC61011
Remote Similarity	0.661	NPC477176
Remote Similarity	0.661	NPC470729
Remote Similarity	0.6609	NPC229893
Remote Similarity	0.6607	NPC54420
Remote Similarity	0.6605	NPC472112
Remote Similarity	0.6605	NPC154339
Remote Similarity	0.6604	NPC477003
Remote Similarity	0.6591	NPC100321
Remote Similarity	0.659	NPC198673
Remote Similarity	0.659	NPC267343
Remote Similarity	0.6588	NPC71037
Remote Similarity	0.6582	NPC477177
Remote Similarity	0.6582	NPC474877
Remote Similarity	0.6582	NPC260434
Remote Similarity	0.658	NPC315348
Remote Similarity	0.658	NPC32002
Remote Similarity	0.6577	NPC471617
Remote Similarity	0.6577	NPC143977
Remote Similarity	0.6573	NPC133003
Remote Similarity	0.6571	NPC248041
Remote Similarity	0.6571	NPC126709
Remote Similarity	0.6571	NPC11126
Remote Similarity	0.657	NPC249614
Remote Similarity	0.6567	NPC155444
Remote Similarity	0.6565	NPC472285
Remote Similarity	0.6564	NPC82370
Remote Similarity	0.6561	NPC121327
Remote Similarity	0.6558	NPC175474
Remote Similarity	0.6558	NPC103119
Remote Similarity	0.6555	NPC89987
Remote Similarity	0.6553	NPC70949
Remote Similarity	0.6549	NPC162860
Remote Similarity	0.6545	NPC168911
Remote Similarity	0.6545	NPC473640
Remote Similarity	0.6542	NPC477549
Remote Similarity	0.654	NPC16659
Remote Similarity	0.6538	NPC161861
Remote Similarity	0.6537	NPC475736
Remote Similarity	0.6535	NPC75634
Remote Similarity	0.6532	NPC475506
Remote Similarity	0.6528	NPC469489
Remote Similarity	0.6527	NPC63279
Remote Similarity	0.6526	NPC284678
Remote Similarity	0.6526	NPC21429
Remote Similarity	0.6526	NPC258480
Remote Similarity	0.6526	NPC165495
Remote Similarity	0.6526	NPC467063
Remote Similarity	0.6526	NPC472119
Remote Similarity	0.6524	NPC237188
Remote Similarity	0.6524	NPC234987
Remote Similarity	0.6524	NPC240088
Remote Similarity	0.6524	NPC473380
Remote Similarity	0.6524	NPC83774
Remote Similarity	0.6518	NPC132539
Remote Similarity	0.6517	NPC209362
Remote Similarity	0.6517	NPC229055
Remote Similarity	0.6516	NPC74413
Remote Similarity	0.6514	NPC472295
Remote Similarity	0.6514	NPC81802
Remote Similarity	0.6514	NPC472210
Remote Similarity	0.6514	NPC247735
Remote Similarity	0.6514	NPC269886
Remote Similarity	0.6509	NPC470677
Remote Similarity	0.6507	NPC139763
Remote Similarity	0.6507	NPC221100
Remote Similarity	0.6507	NPC234078
Remote Similarity	0.6502	NPC476874
Remote Similarity	0.6502	NPC155143
Remote Similarity	0.6502	NPC80681
Remote Similarity	0.6502	NPC260900
Remote Similarity	0.65	NPC297642
Remote Similarity	0.65	NPC167710
Remote Similarity	0.65	NPC141454
Remote Similarity	0.6498	NPC191382
Remote Similarity	0.6498	NPC56109
Remote Similarity	0.6496	NPC216612
Remote Similarity	0.6495	NPC472107
Remote Similarity	0.6495	NPC79062
Remote Similarity	0.6494	NPC312645
Remote Similarity	0.6493	NPC219336
Remote Similarity	0.6493	NPC283219
Remote Similarity	0.6493	NPC265710
Remote Similarity	0.6484	NPC19692
Remote Similarity	0.6484	NPC220151
Remote Similarity	0.6483	NPC24370
Remote Similarity	0.6483	NPC319232
Remote Similarity	0.6481	NPC255909
Remote Similarity	0.6476	NPC267885
Remote Similarity	0.6473	NPC165599
Remote Similarity	0.6473	NPC317430
Remote Similarity	0.6471	NPC212213
Remote Similarity	0.6471	NPC67288
Remote Similarity	0.6471	NPC239954
Remote Similarity	0.6471	NPC131887
Remote Similarity	0.6468	NPC476817
Remote Similarity	0.6468	NPC251391
Remote Similarity	0.6468	NPC122436
Remote Similarity	0.6465	NPC235684
Remote Similarity	0.6465	NPC478077
Remote Similarity	0.6465	NPC62749
Remote Similarity	0.6465	NPC17273
Remote Similarity	0.6465	NPC135601
Remote Similarity	0.6465	NPC141612
Remote Similarity	0.6462	NPC15840
Remote Similarity	0.6458	NPC323198
Remote Similarity	0.6456	NPC186351
Remote Similarity	0.6453	NPC213914
Remote Similarity	0.6452	NPC95783
Remote Similarity	0.6452	NPC324091
Remote Similarity	0.645	NPC470731

Drug Structure

NPD2823 OpenBabel08211702552D 29 31 0 0 1 0 0 0 0 0999 V2000 5.2845 3.9080 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3772 -1.8962 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6066 1.0018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6066 0.0330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1235 2.4549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9287 1.0018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2845 1.0018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6208 -0.4343 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4343 -1.6208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2845 2.9393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1235 1.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7676 1.4861 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9287 0.0330 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7676 -0.4514 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9357 0.2507 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4455 2.4549 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6066 2.9393 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2507 -0.9357 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.9624 1.0018 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 2.7676 -1.4201 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -1.1865 1.1865 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.4455 1.4861 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7676 2.4549 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.6066 3.9080 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.3700 -1.3700 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1222 1.4372 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.9287 2.9393 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.6850 0.6850 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 10 1 0 0 0 0 3 4 2 0 0 0 0 3 12 1 0 0 0 0 4 14 1 0 0 0 0 5 10 2 0 0 0 0 5 11 1 0 0 0 0 6 12 2 0 0 0 0 6 13 1 0 0 0 0 7 11 2 0 0 0 0 7 22 1 0 0 0 0 8 15 1 0 0 0 0 8 26 1 0 0 0 0 9 18 1 0 0 0 0 9 26 1 0 0 0 0 10 16 1 0 0 0 0 11 19 1 0 0 0 0 12 23 1 0 0 0 0 13 14 2 0 0 0 0 13 18 1 0 0 0 0 14 20 1 0 0 0 0 15 21 2 0 0 0 0 15 24 1 0 0 0 0 16 17 1 0 0 0 0 16 22 2 0 0 0 0 17 23 1 0 0 0 0 17 25 2 0 0 0 0 18 2 1 1 0 0 0 18 24 1 0 0 0 0 21 27 1 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB018019
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	50991498
ChEBI
CAS Number

Drug Properties

Molecular Weight	376.11
ALogP	0.5649
MLogP	2.56
XLogP	2.897
HDA	6
HBD	3
Rotatable Bonds	8
TPSA	87.1
RO5 Violation	0