NPASS drugs

Drug Information

Drug ID:	NPD6227
Drug Name:	FR-76830
Molecular Formula:	C25H26N4O4
Canonical SMILES:	OC(=NCCN1CCOCC1)c1c(C)nc(cc1c1cccc(c1)N(=O)=O)c1ccccc1
Standard InCHI:	InChI=1S/C25H26N4O4/c1-18-24(25(30)26-10-11-28-12-14-33-15-13-28)22(20-8-5-9-21(16-20)29(31)32)17-23(27-18)19-6-3-2-4-7-19/h2-9,16-17H,10-15H2,1H3,(H,26,30)
Standard InCHIKey:	HNBRMVZTOLAZRW-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6227

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	281
0.1-0.2	1541
0.2-0.3	10252
0.3-0.4	11637
0.4-0.5	3685
0.5-0.6	2157
0.6-0.7	1237
0.7-0.8	100
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	0.779	NPC211997
Intermediate Similarity	0.7765	NPC158129
Intermediate Similarity	0.7735	NPC134586
Intermediate Similarity	0.7735	NPC472122
Intermediate Similarity	0.7735	NPC24594
Intermediate Similarity	0.7692	NPC326575
Intermediate Similarity	0.765	NPC133261
Intermediate Similarity	0.7637	NPC150048
Intermediate Similarity	0.7637	NPC203754
Intermediate Similarity	0.7609	NPC187827
Intermediate Similarity	0.7609	NPC472105
Intermediate Similarity	0.7584	NPC469541
Intermediate Similarity	0.7571	NPC81229
Intermediate Similarity	0.7571	NPC255229
Intermediate Similarity	0.7556	NPC317430
Intermediate Similarity	0.7527	NPC472123
Intermediate Similarity	0.7527	NPC472108
Intermediate Similarity	0.7527	NPC472110
Intermediate Similarity	0.7527	NPC472109
Intermediate Similarity	0.7527	NPC139291
Intermediate Similarity	0.7459	NPC44161
Intermediate Similarity	0.7446	NPC56618
Intermediate Similarity	0.7416	NPC84508
Intermediate Similarity	0.7414	NPC288445
Intermediate Similarity	0.7398	NPC249040
Intermediate Similarity	0.7326	NPC15840
Intermediate Similarity	0.73	NPC472111
Intermediate Similarity	0.7292	NPC469470
Intermediate Similarity	0.7292	NPC469501
Intermediate Similarity	0.7287	NPC314394
Intermediate Similarity	0.7277	NPC469589
Intermediate Similarity	0.7268	NPC473178
Intermediate Similarity	0.7249	NPC19679
Intermediate Similarity	0.7249	NPC472104
Intermediate Similarity	0.7249	NPC143533
Intermediate Similarity	0.7225	NPC314573
Intermediate Similarity	0.7211	NPC472294
Intermediate Similarity	0.7207	NPC141353
Intermediate Similarity	0.7204	NPC313884
Intermediate Similarity	0.7204	NPC98371
Intermediate Similarity	0.7188	NPC472323
Intermediate Similarity	0.7188	NPC473177
Intermediate Similarity	0.7181	NPC232340
Intermediate Similarity	0.7173	NPC79062
Intermediate Similarity	0.7173	NPC473189
Intermediate Similarity	0.7173	NPC472107
Intermediate Similarity	0.7173	NPC62510
Intermediate Similarity	0.7158	NPC133306
Intermediate Similarity	0.7158	NPC48938
Intermediate Similarity	0.7158	NPC471178
Intermediate Similarity	0.7157	NPC469736
Intermediate Similarity	0.7151	NPC471294
Intermediate Similarity	0.7143	NPC57994
Intermediate Similarity	0.7143	NPC289299
Intermediate Similarity	0.7143	NPC177404
Intermediate Similarity	0.7136	NPC471080
Intermediate Similarity	0.7136	NPC469592
Intermediate Similarity	0.7135	NPC66210
Intermediate Similarity	0.7135	NPC478077
Intermediate Similarity	0.7129	NPC474145
Intermediate Similarity	0.7129	NPC317373
Intermediate Similarity	0.7129	NPC475841
Intermediate Similarity	0.7128	NPC283152
Intermediate Similarity	0.7121	NPC212213
Intermediate Similarity	0.712	NPC472119
Intermediate Similarity	0.712	NPC258480
Intermediate Similarity	0.7112	NPC329688
Intermediate Similarity	0.7112	NPC189812
Intermediate Similarity	0.7104	NPC476118
Intermediate Similarity	0.7103	NPC33949
Intermediate Similarity	0.7081	NPC469594
Intermediate Similarity	0.7079	NPC327592
Intermediate Similarity	0.7079	NPC314648
Intermediate Similarity	0.7077	NPC117244
Intermediate Similarity	0.7077	NPC473763
Intermediate Similarity	0.7073	NPC475422
Intermediate Similarity	0.7071	NPC232130
Intermediate Similarity	0.7069	NPC60553
Intermediate Similarity	0.7065	NPC328318
Intermediate Similarity	0.7065	NPC328596
Intermediate Similarity	0.7062	NPC175474
Intermediate Similarity	0.7053	NPC478032
Intermediate Similarity	0.7053	NPC317752
Intermediate Similarity	0.7047	NPC90415
Intermediate Similarity	0.7044	NPC475288
Intermediate Similarity	0.7039	NPC153769
Intermediate Similarity	0.7035	NPC102008
Intermediate Similarity	0.7031	NPC284678
Intermediate Similarity	0.7031	NPC284559
Intermediate Similarity	0.7027	NPC98187
Intermediate Similarity	0.7026	NPC95783
Intermediate Similarity	0.7024	NPC476116
Intermediate Similarity	0.702	NPC245916
Intermediate Similarity	0.7019	NPC250835
Intermediate Similarity	0.7011	NPC97367
Intermediate Similarity	0.7006	NPC161292
Intermediate Similarity	0.7005	NPC112206
Intermediate Similarity	0.7005	NPC318299
Intermediate Similarity	0.7005	NPC202605
Intermediate Similarity	0.7	NPC472443
Remote Similarity	0.6995	NPC264166
Remote Similarity	0.6995	NPC274291
Remote Similarity	0.6995	NPC329708
Remote Similarity	0.6995	NPC47059
Remote Similarity	0.6995	NPC165349
Remote Similarity	0.6995	NPC118832
Remote Similarity	0.699	NPC5145
Remote Similarity	0.699	NPC472097
Remote Similarity	0.6985	NPC474188
Remote Similarity	0.6984	NPC121903
Remote Similarity	0.6979	NPC472444
Remote Similarity	0.6979	NPC243058
Remote Similarity	0.6978	NPC26850
Remote Similarity	0.6978	NPC129721
Remote Similarity	0.6977	NPC470126
Remote Similarity	0.6976	NPC87755
Remote Similarity	0.6968	NPC259545
Remote Similarity	0.6968	NPC313791
Remote Similarity	0.6961	NPC314855
Remote Similarity	0.6961	NPC313796
Remote Similarity	0.6961	NPC315638
Remote Similarity	0.6961	NPC313345
Remote Similarity	0.6957	NPC124542
Remote Similarity	0.6957	NPC471177
Remote Similarity	0.6957	NPC59779
Remote Similarity	0.6957	NPC71079
Remote Similarity	0.6955	NPC184225
Remote Similarity	0.6954	NPC472113
Remote Similarity	0.695	NPC52557
Remote Similarity	0.695	NPC239954
Remote Similarity	0.6944	NPC253580
Remote Similarity	0.6943	NPC320394
Remote Similarity	0.6939	NPC472112
Remote Similarity	0.6931	NPC95898
Remote Similarity	0.6931	NPC469938
Remote Similarity	0.6927	NPC113626
Remote Similarity	0.6927	NPC315545
Remote Similarity	0.6927	NPC314297
Remote Similarity	0.6923	NPC285469
Remote Similarity	0.6919	NPC474217
Remote Similarity	0.6919	NPC198673
Remote Similarity	0.6919	NPC159319
Remote Similarity	0.6915	NPC476578
Remote Similarity	0.6915	NPC476582
Remote Similarity	0.6915	NPC4071
Remote Similarity	0.6915	NPC32200
Remote Similarity	0.6912	NPC16452
Remote Similarity	0.6912	NPC36229
Remote Similarity	0.6912	NPC476581
Remote Similarity	0.6911	NPC472168
Remote Similarity	0.6908	NPC85273
Remote Similarity	0.6907	NPC15102
Remote Similarity	0.6905	NPC183407
Remote Similarity	0.6904	NPC129909
Remote Similarity	0.69	NPC267928
Remote Similarity	0.6895	NPC288943
Remote Similarity	0.6893	NPC475910
Remote Similarity	0.6888	NPC102338
Remote Similarity	0.6888	NPC110741
Remote Similarity	0.6888	NPC111602
Remote Similarity	0.6888	NPC63199
Remote Similarity	0.6888	NPC196251
Remote Similarity	0.6881	NPC249150
Remote Similarity	0.6881	NPC81654
Remote Similarity	0.6881	NPC313985
Remote Similarity	0.6881	NPC79129
Remote Similarity	0.6881	NPC195461
Remote Similarity	0.6881	NPC49196
Remote Similarity	0.6878	NPC34508
Remote Similarity	0.6866	NPC168911
Remote Similarity	0.6866	NPC470499
Remote Similarity	0.6865	NPC315214
Remote Similarity	0.6865	NPC47298
Remote Similarity	0.6862	NPC126481
Remote Similarity	0.6859	NPC234987
Remote Similarity	0.6859	NPC28848
Remote Similarity	0.6859	NPC14325
Remote Similarity	0.6856	NPC470003
Remote Similarity	0.6856	NPC62069
Remote Similarity	0.6856	NPC203635
Remote Similarity	0.685	NPC472116
Remote Similarity	0.6845	NPC278366
Remote Similarity	0.6845	NPC127730
Remote Similarity	0.6845	NPC53344
Remote Similarity	0.6842	NPC264176
Remote Similarity	0.6839	NPC470474
Remote Similarity	0.6836	NPC20144
Remote Similarity	0.6829	NPC475070
Remote Similarity	0.6829	NPC470500
Remote Similarity	0.6828	NPC102423
Remote Similarity	0.6828	NPC32028
Remote Similarity	0.6827	NPC126066
Remote Similarity	0.6827	NPC314834
Remote Similarity	0.6825	NPC477110
Remote Similarity	0.6825	NPC251936
Remote Similarity	0.6823	NPC270009
Remote Similarity	0.6823	NPC256268
Remote Similarity	0.6814	NPC57398
Remote Similarity	0.6814	NPC193761
Remote Similarity	0.6813	NPC26872

Drug Structure

NPD6227 OpenBabel08211709092D 34 37 0 0 0 0 0 0 0 0999 V2000 -0.8660 1.5000 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 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 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 -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 -3.4641 3.0000 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 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 -0.0000 1.0000 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 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 1.7321 1.0000 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 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 0.0000 3.0000 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 -2.5981 2.5000 0.0000 N 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 1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -0.0000 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 1.7321 4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 6 1 0 0 0 0 4 7 2 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 6 19 2 0 0 0 0 7 19 1 0 0 0 0 8 20 1 0 0 0 0 9 21 2 0 0 0 0 10 11 1 0 0 0 0 10 26 1 0 0 0 0 11 28 1 0 0 0 0 12 14 1 0 0 0 0 12 28 1 0 0 0 0 13 15 1 0 0 0 0 13 28 1 0 0 0 0 14 33 1 0 0 0 0 15 33 1 0 0 0 0 16 20 2 0 0 0 0 16 21 1 0 0 0 0 17 22 2 0 0 0 0 17 23 1 0 0 0 0 18 24 2 0 0 0 0 18 27 1 0 0 0 0 19 23 1 0 0 0 0 20 22 1 0 0 0 0 21 29 1 0 0 0 0 22 24 1 0 0 0 0 23 27 2 0 0 0 0 24 25 1 0 0 0 0 25 26 2 3 0 0 0 25 30 1 0 0 0 0 29 31 2 0 0 0 0 29 32 2 0 0 0 0 30 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005453
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	446.20
ALogP	0.7225
MLogP	3.33
XLogP	5.839
HDA	5
HBD	1
Rotatable Bonds	10
TPSA	101.09
RO5 Violation	1