NPASS drugs

Drug Information

Drug ID:	NPD5836
Drug Name:	E-2001
Molecular Formula:	C24H22FNO2
Canonical SMILES:	Fc1ccc(cc1)C(=O)C1CCN(CC1)CC(=O)c1ccc2c(c1)cccc2
Standard InCHI:	InChI=1S/C24H22FNO2/c25-22-9-7-18(8-10-22)24(28)19-11-13-26(14-12-19)16-23(27)21-6-5-17-3-1-2-4-20(17)15-21/h1-10,15,19H,11-14,16H2
Standard InCHIKey:	WPFPDSUMDURRRW-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5836

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	154
0.1-0.2	1161
0.2-0.3	3790
0.3-0.4	10459
0.4-0.5	12429
0.5-0.6	2633
0.6-0.7	230
0.7-0.8	33
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	0.8017	NPC167336
Intermediate Similarity	0.7699	NPC472880
Intermediate Similarity	0.7652	NPC49994
Intermediate Similarity	0.7521	NPC476993
Intermediate Similarity	0.7521	NPC472879
Intermediate Similarity	0.7478	NPC219573
Intermediate Similarity	0.7478	NPC185208
Intermediate Similarity	0.7456	NPC289883
Intermediate Similarity	0.7414	NPC239185
Intermediate Similarity	0.7391	NPC260233
Intermediate Similarity	0.7368	NPC153885
Intermediate Similarity	0.735	NPC134882
Intermediate Similarity	0.7345	NPC277277
Intermediate Similarity	0.7345	NPC19256
Intermediate Similarity	0.7321	NPC267262
Intermediate Similarity	0.7304	NPC238219
Intermediate Similarity	0.7281	NPC133461
Intermediate Similarity	0.7265	NPC265220
Intermediate Similarity	0.7257	NPC418308
Intermediate Similarity	0.7227	NPC109514
Intermediate Similarity	0.7217	NPC323420
Intermediate Similarity	0.7217	NPC155232
Intermediate Similarity	0.7203	NPC75724
Intermediate Similarity	0.7131	NPC473418
Intermediate Similarity	0.7097	NPC470252
Intermediate Similarity	0.709	NPC79698
Intermediate Similarity	0.708	NPC69057
Intermediate Similarity	0.7069	NPC1682
Intermediate Similarity	0.7069	NPC188844
Intermediate Similarity	0.7069	NPC59677
Intermediate Similarity	0.7063	NPC186128
Intermediate Similarity	0.7043	NPC173413
Intermediate Similarity	0.7037	NPC119326
Intermediate Similarity	0.7029	NPC473962
Remote Similarity	0.6991	NPC160339
Remote Similarity	0.6991	NPC307
Remote Similarity	0.6983	NPC284475
Remote Similarity	0.6983	NPC103346
Remote Similarity	0.697	NPC27833
Remote Similarity	0.6967	NPC475939
Remote Similarity	0.6967	NPC471829
Remote Similarity	0.6967	NPC472691
Remote Similarity	0.6967	NPC474866
Remote Similarity	0.6957	NPC298115
Remote Similarity	0.6953	NPC67377
Remote Similarity	0.6889	NPC285394
Remote Similarity	0.6885	NPC239854
Remote Similarity	0.6884	NPC179224
Remote Similarity	0.687	NPC157778
Remote Similarity	0.685	NPC265513
Remote Similarity	0.6835	NPC126458
Remote Similarity	0.6829	NPC247976
Remote Similarity	0.681	NPC325709
Remote Similarity	0.681	NPC113307
Remote Similarity	0.6797	NPC280789
Remote Similarity	0.6783	NPC43945
Remote Similarity	0.6746	NPC55529
Remote Similarity	0.6744	NPC93287
Remote Similarity	0.6744	NPC470253
Remote Similarity	0.6726	NPC273758
Remote Similarity	0.6723	NPC246757
Remote Similarity	0.6723	NPC291070
Remote Similarity	0.6718	NPC473573
Remote Similarity	0.6696	NPC12936
Remote Similarity	0.6696	NPC273033
Remote Similarity	0.6692	NPC471721
Remote Similarity	0.6667	NPC472700
Remote Similarity	0.6667	NPC256452
Remote Similarity	0.6667	NPC100767
Remote Similarity	0.6667	NPC472699
Remote Similarity	0.6642	NPC192533
Remote Similarity	0.6641	NPC215419
Remote Similarity	0.662	NPC313663
Remote Similarity	0.6617	NPC228318
Remote Similarity	0.6614	NPC472701
Remote Similarity	0.6614	NPC472695
Remote Similarity	0.6614	NPC472683
Remote Similarity	0.6614	NPC472696
Remote Similarity	0.6607	NPC71664
Remote Similarity	0.6587	NPC134120
Remote Similarity	0.6581	NPC153308
Remote Similarity	0.6579	NPC215008
Remote Similarity	0.6577	NPC313850
Remote Similarity	0.6567	NPC318173
Remote Similarity	0.6565	NPC326664
Remote Similarity	0.6555	NPC125226
Remote Similarity	0.6555	NPC470926
Remote Similarity	0.6549	NPC145053
Remote Similarity	0.6519	NPC226143
Remote Similarity	0.6518	NPC139901
Remote Similarity	0.6518	NPC151405
Remote Similarity	0.6515	NPC246904
Remote Similarity	0.6515	NPC113099
Remote Similarity	0.6512	NPC158854
Remote Similarity	0.6508	NPC329282
Remote Similarity	0.6496	NPC17497
Remote Similarity	0.6496	NPC305602
Remote Similarity	0.6489	NPC143768
Remote Similarity	0.6484	NPC203732
Remote Similarity	0.6479	NPC157311
Remote Similarity	0.6471	NPC232958
Remote Similarity	0.646	NPC17408
Remote Similarity	0.646	NPC190567
Remote Similarity	0.646	NPC285716
Remote Similarity	0.6439	NPC196673
Remote Similarity	0.6434	NPC8761
Remote Similarity	0.6434	NPC44805
Remote Similarity	0.6429	NPC329556
Remote Similarity	0.6423	NPC257490
Remote Similarity	0.6412	NPC292834
Remote Similarity	0.6412	NPC66208
Remote Similarity	0.641	NPC164526
Remote Similarity	0.6397	NPC202015
Remote Similarity	0.6395	NPC153007
Remote Similarity	0.6391	NPC474095
Remote Similarity	0.6372	NPC272260
Remote Similarity	0.6372	NPC300205
Remote Similarity	0.6371	NPC322598
Remote Similarity	0.6357	NPC164014
Remote Similarity	0.6356	NPC60408
Remote Similarity	0.6343	NPC260886
Remote Similarity	0.6339	NPC245966
Remote Similarity	0.6339	NPC9796
Remote Similarity	0.6338	NPC478165
Remote Similarity	0.6338	NPC478162
Remote Similarity	0.6336	NPC474057
Remote Similarity	0.6328	NPC471186
Remote Similarity	0.6328	NPC474910
Remote Similarity	0.6328	NPC172483
Remote Similarity	0.6327	NPC316906
Remote Similarity	0.6325	NPC252067
Remote Similarity	0.632	NPC221825
Remote Similarity	0.6316	NPC164086
Remote Similarity	0.6316	NPC95868
Remote Similarity	0.6308	NPC318327
Remote Similarity	0.6304	NPC144547
Remote Similarity	0.6296	NPC158157
Remote Similarity	0.6296	NPC469843
Remote Similarity	0.6288	NPC218855
Remote Similarity	0.6286	NPC318067
Remote Similarity	0.6283	NPC2785
Remote Similarity	0.6283	NPC285470
Remote Similarity	0.6283	NPC103488
Remote Similarity	0.6283	NPC36342
Remote Similarity	0.6279	NPC45033
Remote Similarity	0.6277	NPC177684
Remote Similarity	0.6277	NPC476645
Remote Similarity	0.6277	NPC291962
Remote Similarity	0.627	NPC136810
Remote Similarity	0.627	NPC133809
Remote Similarity	0.627	NPC128248
Remote Similarity	0.6268	NPC152850
Remote Similarity	0.6268	NPC305717
Remote Similarity	0.6268	NPC239990
Remote Similarity	0.6268	NPC89923
Remote Similarity	0.6268	NPC71933
Remote Similarity	0.6268	NPC105114
Remote Similarity	0.626	NPC329430
Remote Similarity	0.6259	NPC167323
Remote Similarity	0.6259	NPC269923
Remote Similarity	0.6259	NPC268534
Remote Similarity	0.625	NPC323440
Remote Similarity	0.625	NPC80605
Remote Similarity	0.625	NPC268930
Remote Similarity	0.625	NPC222968
Remote Similarity	0.6241	NPC471481
Remote Similarity	0.6232	NPC988
Remote Similarity	0.6232	NPC258531
Remote Similarity	0.6232	NPC112373
Remote Similarity	0.6232	NPC289432
Remote Similarity	0.6232	NPC161956
Remote Similarity	0.6224	NPC428300
Remote Similarity	0.6209	NPC246412
Remote Similarity	0.6198	NPC26224
Remote Similarity	0.6197	NPC136453
Remote Similarity	0.6195	NPC179726
Remote Similarity	0.6194	NPC234637
Remote Similarity	0.6194	NPC130591
Remote Similarity	0.6187	NPC314192
Remote Similarity	0.6186	NPC123476
Remote Similarity	0.6179	NPC71140
Remote Similarity	0.6174	NPC477703
Remote Similarity	0.6174	NPC315216
Remote Similarity	0.6172	NPC274443
Remote Similarity	0.617	NPC85511
Remote Similarity	0.6169	NPC2672
Remote Similarity	0.6165	NPC79496
Remote Similarity	0.616	NPC226041
Remote Similarity	0.6154	NPC197581
Remote Similarity	0.6154	NPC185763
Remote Similarity	0.6154	NPC39600
Remote Similarity	0.6154	NPC83409
Remote Similarity	0.6154	NPC104070
Remote Similarity	0.6154	NPC37914
Remote Similarity	0.6148	NPC472164
Remote Similarity	0.6148	NPC228936
Remote Similarity	0.6148	NPC217111
Remote Similarity	0.6148	NPC186933
Remote Similarity	0.6143	NPC169485
Remote Similarity	0.6143	NPC84281

Drug Structure

NPD5836 OpenBabel08211708292D 28 31 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 1.7321 -0.0000 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 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 -1.7321 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 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 -5.1962 -0.0000 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 -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 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 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 0.0000 -0.0000 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 -9.5263 -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 -6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -0.0000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 17 2 0 0 0 0 4 20 2 0 0 0 0 5 6 2 0 0 0 0 5 17 1 0 0 0 0 6 21 1 0 0 0 0 7 9 1 0 0 0 0 7 18 2 0 0 0 0 8 10 2 0 0 0 0 8 18 1 0 0 0 0 9 22 2 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 19 1 0 0 0 0 12 14 1 0 0 0 0 12 19 1 0 0 0 0 13 26 1 0 0 0 0 14 26 1 0 0 0 0 15 20 1 0 0 0 0 15 21 2 0 0 0 0 16 23 1 0 0 0 0 16 26 1 0 0 0 0 17 20 1 0 0 0 0 18 24 1 0 0 0 0 19 24 1 0 0 0 0 21 23 1 0 0 0 0 22 25 1 0 0 0 0 23 27 2 0 0 0 0 24 28 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005982
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.16
ALogP	-0.934
MLogP	3.66
XLogP	6.585
HDA	3
HBD	0
Rotatable Bonds	6
TPSA	37.38
RO5 Violation	1