NPASS drugs

Drug Information

Drug ID:	NPD6181
Drug Name:	CGS-26529
Molecular Formula:	C25H24FN3O4
Canonical SMILES:	Fc1ccc(cc1)c1ccc(cc1)CN1CCc2c(C1=O)ccc(c2)OCCN(C(=N)O)O
Standard InCHI:	InChI=1S/C25H24FN3O4/c26-21-7-5-19(6-8-21)18-3-1-17(2-4-18)16-28-12-11-20-15-22(9-10-23(20)24(28)30)33-14-13-29(32)25(27)31/h1-10,15,32H,11-14,16H2,(H2,27,31)
Standard InCHIKey:	QFDRKYCYRMSXMS-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6181

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	250
0.1-0.2	1213
0.2-0.3	4507
0.3-0.4	8338
0.4-0.5	3655
0.5-0.6	11211
0.6-0.7	1704
0.7-0.8	12
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	0.7539	NPC235194
Intermediate Similarity	0.7389	NPC119669
Intermediate Similarity	0.7297	NPC135006
Intermediate Similarity	0.724	NPC222524
Intermediate Similarity	0.7238	NPC38964
Intermediate Similarity	0.7209	NPC266425
Intermediate Similarity	0.717	NPC82056
Intermediate Similarity	0.7166	NPC153631
Intermediate Similarity	0.7094	NPC5374
Intermediate Similarity	0.7083	NPC227683
Intermediate Similarity	0.7077	NPC99723
Intermediate Similarity	0.703	NPC477258
Remote Similarity	0.6985	NPC477259
Remote Similarity	0.6985	NPC169387
Remote Similarity	0.697	NPC149571
Remote Similarity	0.6957	NPC207971
Remote Similarity	0.695	NPC208890
Remote Similarity	0.6947	NPC233650
Remote Similarity	0.6938	NPC308943
Remote Similarity	0.6923	NPC268077
Remote Similarity	0.6912	NPC24228
Remote Similarity	0.6911	NPC134858
Remote Similarity	0.6907	NPC67978
Remote Similarity	0.6907	NPC303581
Remote Similarity	0.6904	NPC220961
Remote Similarity	0.6891	NPC86469
Remote Similarity	0.6884	NPC116007
Remote Similarity	0.6878	NPC71124
Remote Similarity	0.6856	NPC164608
Remote Similarity	0.6853	NPC121400
Remote Similarity	0.6853	NPC327005
Remote Similarity	0.6853	NPC73555
Remote Similarity	0.6839	NPC210140
Remote Similarity	0.6839	NPC150879
Remote Similarity	0.6837	NPC308267
Remote Similarity	0.6834	NPC138083
Remote Similarity	0.6833	NPC470925
Remote Similarity	0.6831	NPC290404
Remote Similarity	0.6825	NPC79328
Remote Similarity	0.6823	NPC66490
Remote Similarity	0.6818	NPC27887
Remote Similarity	0.6816	NPC124626
Remote Similarity	0.6811	NPC92541
Remote Similarity	0.6811	NPC219162
Remote Similarity	0.6802	NPC315914
Remote Similarity	0.68	NPC83511
Remote Similarity	0.6789	NPC221864
Remote Similarity	0.6788	NPC195392
Remote Similarity	0.6786	NPC256935
Remote Similarity	0.6782	NPC469437
Remote Similarity	0.6777	NPC222561
Remote Similarity	0.6777	NPC257266
Remote Similarity	0.6774	NPC478189
Remote Similarity	0.6772	NPC247639
Remote Similarity	0.6772	NPC476443
Remote Similarity	0.6772	NPC133817
Remote Similarity	0.6772	NPC25084
Remote Similarity	0.6771	NPC476569
Remote Similarity	0.6771	NPC475393
Remote Similarity	0.6765	NPC254957
Remote Similarity	0.676	NPC471316
Remote Similarity	0.6757	NPC470019
Remote Similarity	0.6757	NPC130941
Remote Similarity	0.6754	NPC271388
Remote Similarity	0.6754	NPC230956
Remote Similarity	0.6754	NPC205255
Remote Similarity	0.6754	NPC119649
Remote Similarity	0.6754	NPC235143
Remote Similarity	0.6745	NPC257728
Remote Similarity	0.6736	NPC169743
Remote Similarity	0.6736	NPC209377
Remote Similarity	0.6733	NPC329790
Remote Similarity	0.6723	NPC132308
Remote Similarity	0.672	NPC123323
Remote Similarity	0.6719	NPC79402
Remote Similarity	0.6719	NPC60186
Remote Similarity	0.6719	NPC80759
Remote Similarity	0.6717	NPC32064
Remote Similarity	0.6715	NPC124302
Remote Similarity	0.6715	NPC215098
Remote Similarity	0.6715	NPC70290
Remote Similarity	0.6715	NPC83019
Remote Similarity	0.6715	NPC14622
Remote Similarity	0.6715	NPC73020
Remote Similarity	0.6715	NPC46744
Remote Similarity	0.6714	NPC153365
Remote Similarity	0.6713	NPC55470
Remote Similarity	0.6713	NPC298449
Remote Similarity	0.6704	NPC106606
Remote Similarity	0.6703	NPC95075
Remote Similarity	0.6703	NPC144863
Remote Similarity	0.6703	NPC253883
Remote Similarity	0.6703	NPC90844
Remote Similarity	0.6702	NPC26601
Remote Similarity	0.6702	NPC7393
Remote Similarity	0.6702	NPC58661
Remote Similarity	0.6701	NPC193853
Remote Similarity	0.6701	NPC268503
Remote Similarity	0.6701	NPC223077
Remote Similarity	0.6701	NPC240841
Remote Similarity	0.6701	NPC317272
Remote Similarity	0.6701	NPC256012
Remote Similarity	0.6701	NPC56887
Remote Similarity	0.6701	NPC42549
Remote Similarity	0.6701	NPC250846
Remote Similarity	0.67	NPC283207
Remote Similarity	0.67	NPC237579
Remote Similarity	0.6699	NPC316164
Remote Similarity	0.6684	NPC186063
Remote Similarity	0.6684	NPC29647
Remote Similarity	0.6683	NPC309692
Remote Similarity	0.6683	NPC267414
Remote Similarity	0.6667	NPC100573
Remote Similarity	0.6667	NPC207873
Remote Similarity	0.6667	NPC90185
Remote Similarity	0.6667	NPC204580
Remote Similarity	0.6667	NPC470708
Remote Similarity	0.6651	NPC242728
Remote Similarity	0.6651	NPC226652
Remote Similarity	0.6651	NPC314100
Remote Similarity	0.6651	NPC314946
Remote Similarity	0.6651	NPC72788
Remote Similarity	0.6651	NPC120671
Remote Similarity	0.665	NPC108434
Remote Similarity	0.665	NPC475215
Remote Similarity	0.665	NPC469815
Remote Similarity	0.665	NPC469816
Remote Similarity	0.665	NPC129578
Remote Similarity	0.6649	NPC476579
Remote Similarity	0.6649	NPC308006
Remote Similarity	0.6648	NPC188163
Remote Similarity	0.6648	NPC213206
Remote Similarity	0.6648	NPC328750
Remote Similarity	0.6648	NPC474915
Remote Similarity	0.6636	NPC46990
Remote Similarity	0.6635	NPC17677
Remote Similarity	0.6634	NPC226708
Remote Similarity	0.6634	NPC276120
Remote Similarity	0.6633	NPC241704
Remote Similarity	0.6633	NPC241055
Remote Similarity	0.6633	NPC35680
Remote Similarity	0.6632	NPC244112
Remote Similarity	0.663	NPC186647
Remote Similarity	0.6618	NPC64140
Remote Similarity	0.6618	NPC141440
Remote Similarity	0.6618	NPC174122
Remote Similarity	0.6618	NPC166979
Remote Similarity	0.6618	NPC125924
Remote Similarity	0.6617	NPC298339
Remote Similarity	0.6608	NPC316292
Remote Similarity	0.6605	NPC14390
Remote Similarity	0.6603	NPC207239
Remote Similarity	0.6601	NPC214629
Remote Similarity	0.6596	NPC472839
Remote Similarity	0.6595	NPC185838
Remote Similarity	0.6593	NPC314682
Remote Similarity	0.6592	NPC473360
Remote Similarity	0.6592	NPC470406
Remote Similarity	0.6588	NPC2173
Remote Similarity	0.6588	NPC202771
Remote Similarity	0.6588	NPC328700
Remote Similarity	0.6588	NPC119818
Remote Similarity	0.6587	NPC281629
Remote Similarity	0.6587	NPC66909
Remote Similarity	0.6582	NPC284842
Remote Similarity	0.6578	NPC476571
Remote Similarity	0.6578	NPC24233
Remote Similarity	0.6578	NPC428
Remote Similarity	0.6578	NPC147390
Remote Similarity	0.6578	NPC246587
Remote Similarity	0.6578	NPC135538
Remote Similarity	0.6576	NPC128019
Remote Similarity	0.6576	NPC136860
Remote Similarity	0.6576	NPC476567
Remote Similarity	0.6575	NPC238412
Remote Similarity	0.6571	NPC218323
Remote Similarity	0.6569	NPC162694
Remote Similarity	0.6569	NPC234069
Remote Similarity	0.6567	NPC32154
Remote Similarity	0.6564	NPC231198
Remote Similarity	0.6564	NPC471651
Remote Similarity	0.6561	NPC472837
Remote Similarity	0.6561	NPC81733
Remote Similarity	0.6561	NPC326316
Remote Similarity	0.6561	NPC170101
Remote Similarity	0.6557	NPC470407
Remote Similarity	0.6556	NPC196708
Remote Similarity	0.6545	NPC319320
Remote Similarity	0.6545	NPC287757
Remote Similarity	0.6543	NPC207824
Remote Similarity	0.6543	NPC60538
Remote Similarity	0.6543	NPC470088
Remote Similarity	0.6542	NPC314596
Remote Similarity	0.654	NPC151470
Remote Similarity	0.654	NPC64576
Remote Similarity	0.654	NPC254045
Remote Similarity	0.654	NPC201055
Remote Similarity	0.6538	NPC470023
Remote Similarity	0.6538	NPC160747
Remote Similarity	0.6538	NPC470646

Drug Structure

NPD6181 OpenBabel08211709092D 36 39 0 0 0 0 0 0 0 0999 V2000 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 0.5000 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 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 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 3.4641 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 0.0000 -1.0000 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 4.3301 -2.5000 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 -0.8660 0.5000 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 -3.4641 -1.0000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 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 0.0000 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 2.5981 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -4.0000 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 3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -5.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 1 0 0 0 0 1 17 2 0 0 0 0 2 4 2 0 0 0 0 2 17 1 0 0 0 0 3 18 2 0 0 0 0 4 18 1 0 0 0 0 5 7 1 0 0 0 0 5 19 2 0 0 0 0 6 8 2 0 0 0 0 6 19 1 0 0 0 0 7 21 2 0 0 0 0 8 21 1 0 0 0 0 9 10 1 0 0 0 0 9 22 2 0 0 0 0 10 23 2 0 0 0 0 11 12 1 0 0 0 0 11 20 1 0 0 0 0 12 28 1 0 0 0 0 13 14 1 0 0 0 0 13 29 1 0 0 0 0 14 33 1 0 0 0 0 15 20 2 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 28 1 0 0 0 0 18 19 1 0 0 0 0 20 23 1 0 0 0 0 21 26 1 0 0 0 0 22 33 1 0 0 0 0 23 24 1 0 0 0 0 24 28 1 0 0 0 0 24 30 2 0 0 0 0 25 27 2 0 0 0 0 25 29 1 0 0 0 0 25 31 1 0 0 0 0 27 34 1 0 0 0 0 29 32 1 0 0 0 0 31 35 1 0 0 0 0 32 36 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016216
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	449.18
ALogP	-0.542
MLogP	3.33
XLogP	5.491
HDA	4
HBD	3
Rotatable Bonds	11
TPSA	97.09
RO5 Violation	1