NPASS drugs

Drug Information

Drug ID:	NPD3805
Drug Name:
Molecular Formula:	C20H18F2N4O3
Canonical SMILES:	CN1CCN(CC1)c1cc2c(cc1F)c(=O)c(cn2c1ccc(cn1)F)C(=O)O
Standard InCHI:	InChI=1S/C20H18F2N4O3/c1-24-4-6-25(7-5-24)17-9-16-13(8-15(17)22)19(27)14(20(28)29)11-26(16)18-3-2-12(21)10-23-18/h2-3,8-11H,4-7H2,1H3,(H,28,29)
Standard InCHIKey:	AWCAUUQZTXYMPB-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3805

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	308
0.1-0.2	2387
0.2-0.3	11513
0.3-0.4	12287
0.4-0.5	1909
0.5-0.6	1756
0.6-0.7	712
0.7-0.8	17
0.8-0.85	1
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	0.8299	NPC285923
Intermediate Similarity	0.7927	NPC318183
Intermediate Similarity	0.767	NPC202812
Intermediate Similarity	0.733	NPC147983
Intermediate Similarity	0.733	NPC177996
Intermediate Similarity	0.73	NPC292265
Intermediate Similarity	0.7195	NPC153980
Intermediate Similarity	0.7195	NPC6865
Intermediate Similarity	0.7149	NPC72956
Intermediate Similarity	0.71	NPC116622
Intermediate Similarity	0.7097	NPC328596
Intermediate Similarity	0.7097	NPC328318
Intermediate Similarity	0.7056	NPC472116
Intermediate Similarity	0.704	NPC471194
Intermediate Similarity	0.704	NPC471193
Intermediate Similarity	0.7022	NPC471192
Intermediate Similarity	0.7009	NPC317752
Intermediate Similarity	0.7	NPC317373
Remote Similarity	0.6991	NPC474916
Remote Similarity	0.6976	NPC469529
Remote Similarity	0.6964	NPC318299
Remote Similarity	0.6955	NPC327592
Remote Similarity	0.6941	NPC57398
Remote Similarity	0.6908	NPC157583
Remote Similarity	0.6847	NPC238457
Remote Similarity	0.6837	NPC216550
Remote Similarity	0.6808	NPC472323
Remote Similarity	0.68	NPC309845
Remote Similarity	0.6792	NPC476341
Remote Similarity	0.6787	NPC74619
Remote Similarity	0.6771	NPC471191
Remote Similarity	0.6762	NPC73994
Remote Similarity	0.6762	NPC15840
Remote Similarity	0.6745	NPC258480
Remote Similarity	0.6745	NPC207851
Remote Similarity	0.6745	NPC46895
Remote Similarity	0.6744	NPC83111
Remote Similarity	0.6743	NPC128244
Remote Similarity	0.6738	NPC229893
Remote Similarity	0.6726	NPC314648
Remote Similarity	0.6714	NPC248462
Remote Similarity	0.6712	NPC143977
Remote Similarity	0.6699	NPC70949
Remote Similarity	0.6698	NPC255909
Remote Similarity	0.6698	NPC243058
Remote Similarity	0.6698	NPC175474
Remote Similarity	0.6697	NPC121327
Remote Similarity	0.6696	NPC472064
Remote Similarity	0.6682	NPC61011
Remote Similarity	0.6681	NPC237740
Remote Similarity	0.6667	NPC477549
Remote Similarity	0.6667	NPC203635
Remote Similarity	0.6667	NPC243850
Remote Similarity	0.6667	NPC467063
Remote Similarity	0.6652	NPC81535
Remote Similarity	0.6652	NPC62995
Remote Similarity	0.665	NPC41717
Remote Similarity	0.6638	NPC234078
Remote Similarity	0.6638	NPC221100
Remote Similarity	0.6637	NPC116555
Remote Similarity	0.6622	NPC315638
Remote Similarity	0.6622	NPC313345
Remote Similarity	0.6622	NPC314855
Remote Similarity	0.6622	NPC313796
Remote Similarity	0.6621	NPC220151
Remote Similarity	0.6621	NPC19692
Remote Similarity	0.662	NPC159125
Remote Similarity	0.662	NPC143533
Remote Similarity	0.6608	NPC472070
Remote Similarity	0.6606	NPC52557
Remote Similarity	0.6605	NPC66210
Remote Similarity	0.6605	NPC17273
Remote Similarity	0.6605	NPC135601
Remote Similarity	0.6605	NPC141612
Remote Similarity	0.6605	NPC90415
Remote Similarity	0.6605	NPC62749
Remote Similarity	0.6602	NPC471130
Remote Similarity	0.6593	NPC315545
Remote Similarity	0.6593	NPC314297
Remote Similarity	0.6592	NPC471944
Remote Similarity	0.6591	NPC245916
Remote Similarity	0.6589	NPC21429
Remote Similarity	0.6588	NPC83774
Remote Similarity	0.6588	NPC237188
Remote Similarity	0.6585	NPC88970
Remote Similarity	0.6578	NPC473376
Remote Similarity	0.6577	NPC123395
Remote Similarity	0.6573	NPC113626
Remote Similarity	0.6571	NPC469938
Remote Similarity	0.6569	NPC477112
Remote Similarity	0.6566	NPC167400
Remote Similarity	0.6565	NPC250448
Remote Similarity	0.6562	NPC472062
Remote Similarity	0.6562	NPC472063
Remote Similarity	0.6562	NPC472069
Remote Similarity	0.6561	NPC90229
Remote Similarity	0.6561	NPC106824
Remote Similarity	0.6561	NPC167710
Remote Similarity	0.656	NPC473763
Remote Similarity	0.656	NPC117244
Remote Similarity	0.6558	NPC316141
Remote Similarity	0.6558	NPC79062
Remote Similarity	0.6558	NPC472107
Remote Similarity	0.6557	NPC164340
Remote Similarity	0.6555	NPC249614
Remote Similarity	0.6553	NPC220851
Remote Similarity	0.6552	NPC469727
Remote Similarity	0.6549	NPC472065
Remote Similarity	0.6547	NPC313985
Remote Similarity	0.6547	NPC49196
Remote Similarity	0.6547	NPC195461
Remote Similarity	0.6547	NPC249150
Remote Similarity	0.6547	NPC79129
Remote Similarity	0.6547	NPC81654
Remote Similarity	0.6545	NPC57994
Remote Similarity	0.6545	NPC289299
Remote Similarity	0.6544	NPC102338
Remote Similarity	0.6544	NPC111602
Remote Similarity	0.6544	NPC63199
Remote Similarity	0.6544	NPC196251
Remote Similarity	0.6532	NPC50503
Remote Similarity	0.6531	NPC295452
Remote Similarity	0.6531	NPC171393
Remote Similarity	0.6528	NPC118084
Remote Similarity	0.6528	NPC478077
Remote Similarity	0.6516	NPC472540
Remote Similarity	0.6516	NPC472539
Remote Similarity	0.6516	NPC470787
Remote Similarity	0.6514	NPC154339
Remote Similarity	0.6514	NPC472112
Remote Similarity	0.6513	NPC476491
Remote Similarity	0.6512	NPC472119
Remote Similarity	0.6509	NPC219848
Remote Similarity	0.6509	NPC326575
Remote Similarity	0.6507	NPC314834
Remote Similarity	0.6502	NPC284338
Remote Similarity	0.65	NPC267343
Remote Similarity	0.6498	NPC473815
Remote Similarity	0.6498	NPC278434
Remote Similarity	0.6494	NPC282247
Remote Similarity	0.6493	NPC139763
Remote Similarity	0.6491	NPC330683
Remote Similarity	0.6491	NPC329567
Remote Similarity	0.6486	NPC472541
Remote Similarity	0.6486	NPC471199
Remote Similarity	0.6486	NPC472542
Remote Similarity	0.6482	NPC63109
Remote Similarity	0.6481	NPC267811
Remote Similarity	0.6479	NPC256268
Remote Similarity	0.6479	NPC55772
Remote Similarity	0.6476	NPC309498
Remote Similarity	0.6476	NPC273532
Remote Similarity	0.6473	NPC254240
Remote Similarity	0.6473	NPC294909
Remote Similarity	0.6473	NPC128265
Remote Similarity	0.6473	NPC312870
Remote Similarity	0.6473	NPC265100
Remote Similarity	0.6473	NPC199851
Remote Similarity	0.6471	NPC132631
Remote Similarity	0.6471	NPC103687
Remote Similarity	0.6468	NPC44354
Remote Similarity	0.6462	NPC475607
Remote Similarity	0.646	NPC295548
Remote Similarity	0.6458	NPC477175
Remote Similarity	0.6458	NPC470730
Remote Similarity	0.6455	NPC272458
Remote Similarity	0.6455	NPC56170
Remote Similarity	0.6453	NPC473310
Remote Similarity	0.645	NPC111732
Remote Similarity	0.6447	NPC471155
Remote Similarity	0.6444	NPC54537
Remote Similarity	0.6435	NPC477003
Remote Similarity	0.6435	NPC470003
Remote Similarity	0.6432	NPC159630
Remote Similarity	0.6432	NPC475859
Remote Similarity	0.6432	NPC111275
Remote Similarity	0.6432	NPC230085
Remote Similarity	0.6432	NPC234987
Remote Similarity	0.6432	NPC472259
Remote Similarity	0.6432	NPC289086
Remote Similarity	0.6432	NPC475969
Remote Similarity	0.6432	NPC474081
Remote Similarity	0.6429	NPC106118
Remote Similarity	0.6422	NPC54744
Remote Similarity	0.6422	NPC263455
Remote Similarity	0.6419	NPC270241
Remote Similarity	0.6415	NPC475594
Remote Similarity	0.6413	NPC227582
Remote Similarity	0.6413	NPC473814
Remote Similarity	0.6413	NPC78767
Remote Similarity	0.6406	NPC282103
Remote Similarity	0.6405	NPC89987
Remote Similarity	0.6405	NPC165743
Remote Similarity	0.6404	NPC70406
Remote Similarity	0.6404	NPC225400
Remote Similarity	0.6402	NPC474041
Remote Similarity	0.6396	NPC135950
Remote Similarity	0.6396	NPC93390
Remote Similarity	0.6393	NPC472289
Remote Similarity	0.6393	NPC103119

Drug Structure

NPD3805 OpenBabel08211704332D 30 33 0 0 0 0 0 0 0 0999 V2000 6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -3.5000 0.0000 F 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 6.0622 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 24 1 0 0 0 0 2 3 2 0 0 0 0 2 12 1 0 0 0 0 3 18 1 0 0 0 0 4 6 1 0 0 0 0 4 24 1 0 0 0 0 5 7 1 0 0 0 0 5 24 1 0 0 0 0 6 25 1 0 0 0 0 7 25 1 0 0 0 0 8 13 2 0 0 0 0 8 15 1 0 0 0 0 9 16 2 0 0 0 0 9 17 1 0 0 0 0 10 12 2 0 0 0 0 10 23 1 0 0 0 0 11 14 2 0 0 0 0 11 26 1 0 0 0 0 12 21 1 0 0 0 0 13 16 1 0 0 0 0 13 19 1 0 0 0 0 14 19 1 0 0 0 0 14 20 1 0 0 0 0 15 17 2 0 0 0 0 15 22 1 0 0 0 0 16 26 1 0 0 0 0 17 25 1 0 0 0 0 18 23 2 0 0 0 0 18 26 1 0 0 0 0 19 27 2 0 0 0 0 20 28 2 0 0 0 0 20 29 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004113
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	178086
ChEBI
CAS Number

Drug Properties

Molecular Weight	400.13
ALogP	0.3953
MLogP	2.67
XLogP	3.079
HDA	7
HBD	1
Rotatable Bonds	7
TPSA	76.98
RO5 Violation	0