NPASS drugs

Drug Information

Drug ID:	NPD5072
Drug Name:	FCE-24265
Molecular Formula:	C22H25N3O4
Canonical SMILES:	CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)n1cncc1)C(=O)OCC)C
Standard InCHI:	InChI=1S/C22H25N3O4/c1-5-28-21(26)18-14(3)24-15(4)19(22(27)29-6-2)20(18)16-8-7-9-17(12-16)25-11-10-23-13-25/h7-13,20,24H,5-6H2,1-4H3
Standard InCHIKey:	CLJPJDINAQKALO-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5072

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	280
0.1-0.2	1748
0.2-0.3	8056
0.3-0.4	15255
0.4-0.5	2800
0.5-0.6	1585
0.6-0.7	1118
0.7-0.8	48
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	0.7606	NPC234078
Intermediate Similarity	0.7606	NPC221100
Intermediate Similarity	0.7549	NPC19692
Intermediate Similarity	0.7549	NPC220151
Intermediate Similarity	0.7524	NPC238457
Intermediate Similarity	0.7427	NPC245916
Intermediate Similarity	0.7302	NPC123839
Intermediate Similarity	0.7251	NPC54537
Intermediate Similarity	0.7241	NPC476341
Intermediate Similarity	0.7209	NPC266249
Intermediate Similarity	0.7202	NPC54744
Intermediate Similarity	0.7186	NPC317054
Intermediate Similarity	0.7163	NPC243850
Intermediate Similarity	0.7157	NPC280290
Intermediate Similarity	0.7156	NPC118940
Intermediate Similarity	0.715	NPC473376
Intermediate Similarity	0.715	NPC138370
Intermediate Similarity	0.7136	NPC102338
Intermediate Similarity	0.7136	NPC111602
Intermediate Similarity	0.7136	NPC63199
Intermediate Similarity	0.7136	NPC196251
Intermediate Similarity	0.713	NPC116555
Intermediate Similarity	0.7123	NPC128265
Intermediate Similarity	0.7123	NPC282247
Intermediate Similarity	0.7123	NPC294909
Intermediate Similarity	0.7123	NPC254240
Intermediate Similarity	0.7123	NPC312870
Intermediate Similarity	0.7123	NPC199851
Intermediate Similarity	0.711	NPC54981
Intermediate Similarity	0.7109	NPC474916
Intermediate Similarity	0.7108	NPC46895
Intermediate Similarity	0.7095	NPC472293
Intermediate Similarity	0.7094	NPC71037
Intermediate Similarity	0.7079	NPC213468
Intermediate Similarity	0.7075	NPC472296
Intermediate Similarity	0.7075	NPC472297
Intermediate Similarity	0.7061	NPC116622
Intermediate Similarity	0.7059	NPC147983
Intermediate Similarity	0.7059	NPC177996
Intermediate Similarity	0.7039	NPC62749
Intermediate Similarity	0.7033	NPC472292
Intermediate Similarity	0.703	NPC14113
Intermediate Similarity	0.703	NPC84827
Intermediate Similarity	0.703	NPC145885
Intermediate Similarity	0.7028	NPC67288
Intermediate Similarity	0.7024	NPC228835
Intermediate Similarity	0.7015	NPC469938
Intermediate Similarity	0.7	NPC89987
Remote Similarity	0.699	NPC282103
Remote Similarity	0.6972	NPC71238
Remote Similarity	0.6961	NPC61011
Remote Similarity	0.6961	NPC16659
Remote Similarity	0.6957	NPC235684
Remote Similarity	0.6952	NPC55493
Remote Similarity	0.6951	NPC267811
Remote Similarity	0.6946	NPC14325
Remote Similarity	0.6946	NPC28848
Remote Similarity	0.6946	NPC234987
Remote Similarity	0.6937	NPC477979
Remote Similarity	0.693	NPC472762
Remote Similarity	0.6923	NPC6865
Remote Similarity	0.6923	NPC153980
Remote Similarity	0.6919	NPC478184
Remote Similarity	0.6919	NPC198673
Remote Similarity	0.6919	NPC478182
Remote Similarity	0.6916	NPC81535
Remote Similarity	0.6916	NPC64216
Remote Similarity	0.6913	NPC69843
Remote Similarity	0.6912	NPC265710
Remote Similarity	0.6907	NPC295452
Remote Similarity	0.6907	NPC171393
Remote Similarity	0.6906	NPC471192
Remote Similarity	0.69	NPC78020
Remote Similarity	0.6898	NPC476874
Remote Similarity	0.6897	NPC267885
Remote Similarity	0.6893	NPC102755
Remote Similarity	0.6887	NPC202812
Remote Similarity	0.6878	NPC73994
Remote Similarity	0.6878	NPC72956
Remote Similarity	0.6875	NPC66210
Remote Similarity	0.6872	NPC472113
Remote Similarity	0.6869	NPC168911
Remote Similarity	0.6864	NPC478158
Remote Similarity	0.6863	NPC83774
Remote Similarity	0.686	NPC472119
Remote Similarity	0.686	NPC284678
Remote Similarity	0.6854	NPC102592
Remote Similarity	0.6854	NPC79356
Remote Similarity	0.6853	NPC300238
Remote Similarity	0.6852	NPC300183
Remote Similarity	0.6849	NPC474905
Remote Similarity	0.6847	NPC149155
Remote Similarity	0.6847	NPC110500
Remote Similarity	0.6847	NPC203468
Remote Similarity	0.6845	NPC191415
Remote Similarity	0.6844	NPC281049
Remote Similarity	0.6829	NPC248041
Remote Similarity	0.6829	NPC283219
Remote Similarity	0.6829	NPC126709
Remote Similarity	0.6829	NPC11126
Remote Similarity	0.6828	NPC2395
Remote Similarity	0.6826	NPC187145
Remote Similarity	0.6825	NPC472097
Remote Similarity	0.682	NPC57398
Remote Similarity	0.681	NPC175474
Remote Similarity	0.6802	NPC320968
Remote Similarity	0.6796	NPC24864
Remote Similarity	0.6794	NPC94752
Remote Similarity	0.6791	NPC239954
Remote Similarity	0.6784	NPC470203
Remote Similarity	0.678	NPC240088
Remote Similarity	0.678	NPC473380
Remote Similarity	0.6779	NPC258480
Remote Similarity	0.6777	NPC472112
Remote Similarity	0.6771	NPC471194
Remote Similarity	0.6771	NPC471193
Remote Similarity	0.6768	NPC293487
Remote Similarity	0.6766	NPC49954
Remote Similarity	0.6766	NPC474561
Remote Similarity	0.6765	NPC293216
Remote Similarity	0.6763	NPC275292
Remote Similarity	0.6763	NPC243381
Remote Similarity	0.6763	NPC113626
Remote Similarity	0.6762	NPC278434
Remote Similarity	0.6762	NPC472323
Remote Similarity	0.6762	NPC17059
Remote Similarity	0.6761	NPC472295
Remote Similarity	0.6761	NPC269886
Remote Similarity	0.6761	NPC472210
Remote Similarity	0.6761	NPC247735
Remote Similarity	0.6761	NPC81802
Remote Similarity	0.6756	NPC36405
Remote Similarity	0.675	NPC311276
Remote Similarity	0.6748	NPC74619
Remote Similarity	0.6743	NPC143977
Remote Similarity	0.6739	NPC235885
Remote Similarity	0.6739	NPC125597
Remote Similarity	0.6734	NPC470204
Remote Similarity	0.6731	NPC143533
Remote Similarity	0.673	NPC321708
Remote Similarity	0.6729	NPC135950
Remote Similarity	0.6728	NPC121327
Remote Similarity	0.6727	NPC82053
Remote Similarity	0.6726	NPC242923
Remote Similarity	0.6724	NPC156003
Remote Similarity	0.6723	NPC182222
Remote Similarity	0.6717	NPC469762
Remote Similarity	0.6715	NPC469896
Remote Similarity	0.6714	NPC311858
Remote Similarity	0.6712	NPC98715
Remote Similarity	0.6712	NPC476115
Remote Similarity	0.6712	NPC271862
Remote Similarity	0.6711	NPC478157
Remote Similarity	0.6711	NPC472099
Remote Similarity	0.6699	NPC111275
Remote Similarity	0.6699	NPC285923
Remote Similarity	0.6698	NPC314333
Remote Similarity	0.6697	NPC46225
Remote Similarity	0.6697	NPC225821
Remote Similarity	0.6696	NPC82070
Remote Similarity	0.6684	NPC469975
Remote Similarity	0.6683	NPC478183
Remote Similarity	0.6683	NPC49217
Remote Similarity	0.6683	NPC56233
Remote Similarity	0.6683	NPC114637
Remote Similarity	0.6682	NPC241024
Remote Similarity	0.6682	NPC74413
Remote Similarity	0.6682	NPC103361
Remote Similarity	0.6681	NPC473317
Remote Similarity	0.6681	NPC476491
Remote Similarity	0.6667	NPC117244
Remote Similarity	0.6667	NPC233050
Remote Similarity	0.6667	NPC229348
Remote Similarity	0.6667	NPC12649
Remote Similarity	0.6667	NPC472107
Remote Similarity	0.6667	NPC52254
Remote Similarity	0.6667	NPC176199
Remote Similarity	0.6667	NPC276540
Remote Similarity	0.6667	NPC258062
Remote Similarity	0.6667	NPC469785
Remote Similarity	0.6667	NPC55772
Remote Similarity	0.6667	NPC473763
Remote Similarity	0.6667	NPC215795
Remote Similarity	0.6667	NPC79062
Remote Similarity	0.6667	NPC282531
Remote Similarity	0.6667	NPC127677
Remote Similarity	0.6652	NPC238945
Remote Similarity	0.6651	NPC213629
Remote Similarity	0.6651	NPC472104
Remote Similarity	0.6651	NPC469358
Remote Similarity	0.6651	NPC195239
Remote Similarity	0.6651	NPC294693
Remote Similarity	0.6651	NPC157828
Remote Similarity	0.665	NPC469763
Remote Similarity	0.665	NPC73952
Remote Similarity	0.665	NPC469786
Remote Similarity	0.665	NPC25008
Remote Similarity	0.665	NPC259644
Remote Similarity	0.665	NPC122141
Remote Similarity	0.665	NPC469765

Drug Structure

NPD5072 OpenBabel08211706322D 30 32 0 0 1 0 0 0 0 0999 V2000 2.5981 2.5000 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 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 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 1.7321 -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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0468 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3776 -0.4067 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 3.5686 0.9945 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 -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 -0.5000 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 -0.8660 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 3 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 1.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 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 1 5 1 0 0 0 0 2 6 1 0 0 0 0 3 14 1 0 0 0 0 4 15 1 0 0 0 0 5 28 1 0 0 0 0 6 29 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 11 2 0 0 0 0 10 23 1 0 0 0 0 11 25 1 0 0 0 0 12 16 2 0 0 0 0 12 17 1 0 0 0 0 13 23 2 0 0 0 0 13 25 1 0 0 0 0 14 18 2 0 0 0 0 14 24 1 0 0 0 0 15 19 2 0 0 0 0 15 24 1 0 0 0 0 16 20 1 0 0 0 0 17 25 1 0 0 0 0 18 20 1 0 0 0 0 18 21 1 0 0 0 0 19 20 1 0 0 0 0 19 22 1 0 0 0 0 21 26 2 0 0 0 0 21 28 1 0 0 0 0 22 27 2 0 0 0 0 22 29 1 0 0 0 0 24 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000300
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	395.18
ALogP	0.7118
MLogP	3.11
XLogP	4.535
HDA	7
HBD	1
Rotatable Bonds	12
TPSA	81.93
RO5 Violation	0