NPASS drugs

Drug Information

Drug ID:	NPD5547
Drug Name:
Molecular Formula:	C23H25F2N5O2
Canonical SMILES:	CCOc1cc2[nH]cc(c(=Nc3ccc(cc3F)F)c2cc1N1CCN(CC1)C)C(=N)O
Standard InCHI:	InChI=1S/C23H25F2N5O2/c1-3-32-21-12-19-15(11-20(21)30-8-6-29(2)7-9-30)22(16(13-27-19)23(26)31)28-18-5-4-14(24)10-17(18)25/h4-5,10-13H,3,6-9H2,1-2H3,(H2,26,31)(H,27,28)
Standard InCHIKey:	IBHNEKVLDKCEQY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5547

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	302
0.1-0.2	2309
0.2-0.3	9977
0.3-0.4	3523
0.4-0.5	10705
0.5-0.6	3153
0.6-0.7	904
0.7-0.8	17
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	0.7807	NPC473432
Intermediate Similarity	0.733	NPC473422
Intermediate Similarity	0.7299	NPC471080
Intermediate Similarity	0.7299	NPC469592
Intermediate Similarity	0.7268	NPC470586
Intermediate Similarity	0.7217	NPC162530
Intermediate Similarity	0.7204	NPC315257
Intermediate Similarity	0.7184	NPC214368
Intermediate Similarity	0.7163	NPC469594
Intermediate Similarity	0.715	NPC110741
Intermediate Similarity	0.7109	NPC469589
Intermediate Similarity	0.7083	NPC173080
Intermediate Similarity	0.7081	NPC285558
Intermediate Similarity	0.7062	NPC475910
Intermediate Similarity	0.705	NPC314573
Intermediate Similarity	0.7033	NPC473460
Intermediate Similarity	0.702	NPC118776
Remote Similarity	0.699	NPC314948
Remote Similarity	0.6986	NPC475085
Remote Similarity	0.6986	NPC475112
Remote Similarity	0.6986	NPC291535
Remote Similarity	0.6982	NPC473185
Remote Similarity	0.6972	NPC17565
Remote Similarity	0.6972	NPC193267
Remote Similarity	0.6972	NPC213530
Remote Similarity	0.6971	NPC315957
Remote Similarity	0.6971	NPC329747
Remote Similarity	0.6967	NPC476106
Remote Similarity	0.6954	NPC283152
Remote Similarity	0.695	NPC84478
Remote Similarity	0.6948	NPC209769
Remote Similarity	0.6927	NPC303658
Remote Similarity	0.6923	NPC65277
Remote Similarity	0.6919	NPC470930
Remote Similarity	0.6908	NPC478049
Remote Similarity	0.6905	NPC52801
Remote Similarity	0.69	NPC41501
Remote Similarity	0.6895	NPC473179
Remote Similarity	0.6889	NPC475253
Remote Similarity	0.6884	NPC471532
Remote Similarity	0.6875	NPC72211
Remote Similarity	0.6866	NPC62069
Remote Similarity	0.6852	NPC48353
Remote Similarity	0.6837	NPC167860
Remote Similarity	0.6837	NPC123976
Remote Similarity	0.6832	NPC42591
Remote Similarity	0.6827	NPC243834
Remote Similarity	0.6827	NPC70956
Remote Similarity	0.6825	NPC311357
Remote Similarity	0.6823	NPC231862
Remote Similarity	0.6822	NPC18348
Remote Similarity	0.6818	NPC288943
Remote Similarity	0.6804	NPC473513
Remote Similarity	0.68	NPC70092
Remote Similarity	0.6792	NPC223427
Remote Similarity	0.6787	NPC128115
Remote Similarity	0.6787	NPC132642
Remote Similarity	0.678	NPC133609
Remote Similarity	0.6779	NPC70259
Remote Similarity	0.6777	NPC232727
Remote Similarity	0.6776	NPC212850
Remote Similarity	0.6776	NPC83289
Remote Similarity	0.6776	NPC189724
Remote Similarity	0.6774	NPC264176
Remote Similarity	0.6758	NPC471531
Remote Similarity	0.6751	NPC189079
Remote Similarity	0.6749	NPC313886
Remote Similarity	0.6745	NPC66815
Remote Similarity	0.6745	NPC295898
Remote Similarity	0.6744	NPC470931
Remote Similarity	0.6744	NPC329567
Remote Similarity	0.6744	NPC330683
Remote Similarity	0.6739	NPC473183
Remote Similarity	0.6738	NPC245974
Remote Similarity	0.6732	NPC477186
Remote Similarity	0.6731	NPC43787
Remote Similarity	0.6731	NPC205934
Remote Similarity	0.6729	NPC472111
Remote Similarity	0.6726	NPC280272
Remote Similarity	0.6725	NPC473184
Remote Similarity	0.6722	NPC184437
Remote Similarity	0.672	NPC247298
Remote Similarity	0.6718	NPC299582
Remote Similarity	0.6717	NPC73280
Remote Similarity	0.6716	NPC33902
Remote Similarity	0.6716	NPC276674
Remote Similarity	0.6714	NPC162484
Remote Similarity	0.6713	NPC201697
Remote Similarity	0.6711	NPC469554
Remote Similarity	0.6701	NPC57105
Remote Similarity	0.67	NPC127082
Remote Similarity	0.6699	NPC474059
Remote Similarity	0.6698	NPC193777
Remote Similarity	0.6698	NPC111492
Remote Similarity	0.6697	NPC203168
Remote Similarity	0.6685	NPC314113
Remote Similarity	0.6684	NPC314861
Remote Similarity	0.6683	NPC78284
Remote Similarity	0.6683	NPC66083
Remote Similarity	0.6682	NPC219664
Remote Similarity	0.6682	NPC477532
Remote Similarity	0.6682	NPC128823
Remote Similarity	0.6682	NPC11464
Remote Similarity	0.6681	NPC473182
Remote Similarity	0.6667	NPC21638
Remote Similarity	0.6667	NPC10730
Remote Similarity	0.6667	NPC10875
Remote Similarity	0.6667	NPC30749
Remote Similarity	0.6667	NPC72980
Remote Similarity	0.6667	NPC184680
Remote Similarity	0.6667	NPC161804
Remote Similarity	0.6652	NPC305984
Remote Similarity	0.6652	NPC194740
Remote Similarity	0.6652	NPC252251
Remote Similarity	0.6652	NPC314954
Remote Similarity	0.6651	NPC230313
Remote Similarity	0.6651	NPC127178
Remote Similarity	0.6638	NPC470784
Remote Similarity	0.6638	NPC131486
Remote Similarity	0.6638	NPC208522
Remote Similarity	0.6638	NPC470785
Remote Similarity	0.6636	NPC471561
Remote Similarity	0.6636	NPC475774
Remote Similarity	0.6636	NPC174758
Remote Similarity	0.6636	NPC477160
Remote Similarity	0.6635	NPC100863
Remote Similarity	0.6633	NPC254700
Remote Similarity	0.6632	NPC26850
Remote Similarity	0.6621	NPC94157
Remote Similarity	0.6621	NPC26679
Remote Similarity	0.662	NPC267423
Remote Similarity	0.6617	NPC285941
Remote Similarity	0.6615	NPC191863
Remote Similarity	0.6615	NPC289776
Remote Similarity	0.6615	NPC133470
Remote Similarity	0.6606	NPC8022
Remote Similarity	0.6606	NPC199667
Remote Similarity	0.6606	NPC476651
Remote Similarity	0.6606	NPC148183
Remote Similarity	0.6606	NPC470799
Remote Similarity	0.6606	NPC152768
Remote Similarity	0.6604	NPC18487
Remote Similarity	0.6599	NPC127362
Remote Similarity	0.6595	NPC472061
Remote Similarity	0.6594	NPC477531
Remote Similarity	0.6591	NPC478074
Remote Similarity	0.6589	NPC15987
Remote Similarity	0.6589	NPC288759
Remote Similarity	0.6587	NPC22476
Remote Similarity	0.6587	NPC28510
Remote Similarity	0.6582	NPC118511
Remote Similarity	0.6582	NPC472068
Remote Similarity	0.6579	NPC471762
Remote Similarity	0.6573	NPC249040
Remote Similarity	0.6573	NPC19872
Remote Similarity	0.657	NPC320088
Remote Similarity	0.6567	NPC168153
Remote Similarity	0.6566	NPC1527
Remote Similarity	0.6565	NPC101543
Remote Similarity	0.6565	NPC49547
Remote Similarity	0.6564	NPC202503
Remote Similarity	0.6562	NPC26872
Remote Similarity	0.6562	NPC477533
Remote Similarity	0.6561	NPC66191
Remote Similarity	0.6561	NPC316297
Remote Similarity	0.6561	NPC314817
Remote Similarity	0.656	NPC473181
Remote Similarity	0.6558	NPC245816
Remote Similarity	0.6558	NPC476138
Remote Similarity	0.6555	NPC204970
Remote Similarity	0.655	NPC209174
Remote Similarity	0.6548	NPC204179
Remote Similarity	0.6547	NPC473041
Remote Similarity	0.6545	NPC305542
Remote Similarity	0.6545	NPC316981
Remote Similarity	0.6542	NPC476044
Remote Similarity	0.654	NPC472193
Remote Similarity	0.654	NPC473053
Remote Similarity	0.6538	NPC473569
Remote Similarity	0.6538	NPC174629
Remote Similarity	0.6533	NPC310118
Remote Similarity	0.6533	NPC60621
Remote Similarity	0.6533	NPC477888
Remote Similarity	0.6532	NPC183407
Remote Similarity	0.6532	NPC170114
Remote Similarity	0.6532	NPC288349
Remote Similarity	0.6531	NPC177404
Remote Similarity	0.6531	NPC85651
Remote Similarity	0.6528	NPC313112
Remote Similarity	0.6528	NPC274291
Remote Similarity	0.6528	NPC264166
Remote Similarity	0.6528	NPC301292
Remote Similarity	0.6528	NPC87714
Remote Similarity	0.6528	NPC47059
Remote Similarity	0.6528	NPC165349
Remote Similarity	0.6528	NPC118832
Remote Similarity	0.6528	NPC329708
Remote Similarity	0.6527	NPC472066
Remote Similarity	0.6527	NPC472031
Remote Similarity	0.6527	NPC472067

Drug Structure

NPD5547 OpenBabel08211708292D 35 38 0 0 0 0 0 0 0 0999 V2000 2.5981 -0.5000 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 0.0000 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 -0.8660 2.5000 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 2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 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 -0.8660 4.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 4.0000 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 -3.4641 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 -1.7321 -0.0000 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 -0.0000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 -4.3301 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 2 29 1 0 0 0 0 3 32 1 0 0 0 0 4 5 2 0 0 0 0 4 14 1 0 0 0 0 5 18 1 0 0 0 0 6 8 1 0 0 0 0 6 29 1 0 0 0 0 7 9 1 0 0 0 0 7 29 1 0 0 0 0 8 30 1 0 0 0 0 9 30 1 0 0 0 0 10 14 2 0 0 0 0 10 17 1 0 0 0 0 11 15 2 0 0 0 0 11 20 1 0 0 0 0 12 19 2 0 0 0 0 12 21 1 0 0 0 0 13 16 2 0 0 0 0 13 27 1 0 0 0 0 14 24 1 0 0 0 0 15 19 1 0 0 0 0 15 22 1 0 0 0 0 16 22 1 0 0 0 0 16 23 1 0 0 0 0 17 18 2 0 0 0 0 17 25 1 0 0 0 0 18 28 1 0 0 0 0 19 27 1 0 0 0 0 20 21 2 0 0 0 0 20 30 1 0 0 0 0 21 32 1 0 0 0 0 22 28 2 3 0 0 0 23 26 2 0 0 0 0 23 31 1 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 31 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000002
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	16755780
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.20
ALogP	0.4767
MLogP	3
XLogP	4.054
HDA	6
HBD	3
Rotatable Bonds	10
TPSA	84.18
RO5 Violation	0