NPASS drugs

Drug Information

Drug ID:	NPD6588
Drug Name:
Molecular Formula:	C26H30F2N2O
Canonical SMILES:	O=C(N1CCCC1)CCCN1CCC(=C(c2ccc(cc2)F)c2ccc(cc2)F)CC1
Standard InCHI:	InChI=1S/C26H30F2N2O/c27-23-9-5-20(6-10-23)26(21-7-11-24(28)12-8-21)22-13-18-29(19-14-22)15-3-4-25(31)30-16-1-2-17-30/h5-12H,1-4,13-19H2
Standard InCHIKey:	FZWURHPZIJCZOY-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6588

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	114
0.1-0.2	1171
0.2-0.3	6976
0.3-0.4	13662
0.4-0.5	7574
0.5-0.6	1220
0.6-0.7	161
0.7-0.8	11
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	0.8019	NPC473418
Intermediate Similarity	0.7857	NPC305602
Intermediate Similarity	0.7857	NPC17497
Intermediate Similarity	0.7692	NPC472258
Intermediate Similarity	0.7455	NPC45033
Intermediate Similarity	0.7364	NPC167336
Intermediate Similarity	0.7333	NPC256452
Intermediate Similarity	0.7245	NPC231986
Intermediate Similarity	0.7238	NPC474974
Intermediate Similarity	0.7179	NPC473573
Intermediate Similarity	0.7143	NPC473661
Intermediate Similarity	0.7048	NPC470926
Remote Similarity	0.6949	NPC246904
Remote Similarity	0.6931	NPC474088
Remote Similarity	0.6916	NPC71140
Remote Similarity	0.6903	NPC143516
Remote Similarity	0.686	NPC220698
Remote Similarity	0.6842	NPC474973
Remote Similarity	0.6842	NPC474804
Remote Similarity	0.6842	NPC130898
Remote Similarity	0.6842	NPC473498
Remote Similarity	0.6833	NPC285926
Remote Similarity	0.6833	NPC315276
Remote Similarity	0.6833	NPC470544
Remote Similarity	0.6833	NPC14672
Remote Similarity	0.6786	NPC329375
Remote Similarity	0.6783	NPC55529
Remote Similarity	0.6777	NPC470545
Remote Similarity	0.6724	NPC473676
Remote Similarity	0.6721	NPC470546
Remote Similarity	0.6719	NPC473322
Remote Similarity	0.6697	NPC329430
Remote Similarity	0.6696	NPC471447
Remote Similarity	0.6692	NPC473962
Remote Similarity	0.6692	NPC8761
Remote Similarity	0.6692	NPC44805
Remote Similarity	0.6667	NPC33742
Remote Similarity	0.6667	NPC275467
Remote Similarity	0.6667	NPC158854
Remote Similarity	0.6667	NPC9796
Remote Similarity	0.6615	NPC255447
Remote Similarity	0.6615	NPC157311
Remote Similarity	0.6614	NPC79698
Remote Similarity	0.6613	NPC200964
Remote Similarity	0.6613	NPC27833
Remote Similarity	0.6602	NPC104070
Remote Similarity	0.6583	NPC35850
Remote Similarity	0.6583	NPC276949
Remote Similarity	0.6571	NPC203076
Remote Similarity	0.656	NPC314192
Remote Similarity	0.656	NPC71684
Remote Similarity	0.6555	NPC475013
Remote Similarity	0.6538	NPC200589
Remote Similarity	0.6538	NPC169016
Remote Similarity	0.6535	NPC272260
Remote Similarity	0.6525	NPC65855
Remote Similarity	0.6525	NPC292758
Remote Similarity	0.6491	NPC239854
Remote Similarity	0.648	NPC302169
Remote Similarity	0.6457	NPC175726
Remote Similarity	0.6457	NPC6975
Remote Similarity	0.6457	NPC474082
Remote Similarity	0.6446	NPC476048
Remote Similarity	0.6439	NPC257390
Remote Similarity	0.6434	NPC136453
Remote Similarity	0.6429	NPC202521
Remote Similarity	0.6418	NPC293377
Remote Similarity	0.6418	NPC9687
Remote Similarity	0.6418	NPC49577
Remote Similarity	0.6418	NPC260045
Remote Similarity	0.6418	NPC476102
Remote Similarity	0.6418	NPC76785
Remote Similarity	0.6418	NPC118099
Remote Similarity	0.6418	NPC273907
Remote Similarity	0.6418	NPC475598
Remote Similarity	0.6418	NPC151706
Remote Similarity	0.6418	NPC90194
Remote Similarity	0.6418	NPC474855
Remote Similarity	0.6418	NPC79465
Remote Similarity	0.6418	NPC475318
Remote Similarity	0.6418	NPC474787
Remote Similarity	0.6418	NPC474811
Remote Similarity	0.6404	NPC474582
Remote Similarity	0.64	NPC271642
Remote Similarity	0.6397	NPC469560
Remote Similarity	0.6385	NPC105114
Remote Similarity	0.6385	NPC239990
Remote Similarity	0.6385	NPC152850
Remote Similarity	0.6385	NPC89923
Remote Similarity	0.6385	NPC71933
Remote Similarity	0.6381	NPC133162
Remote Similarity	0.6378	NPC291027
Remote Similarity	0.6378	NPC169485
Remote Similarity	0.6378	NPC84281
Remote Similarity	0.6378	NPC213126
Remote Similarity	0.6378	NPC317474
Remote Similarity	0.6373	NPC151405
Remote Similarity	0.6373	NPC139901
Remote Similarity	0.6372	NPC322598
Remote Similarity	0.637	NPC471123
Remote Similarity	0.6364	NPC126458
Remote Similarity	0.6355	NPC53492
Remote Similarity	0.6349	NPC476990
Remote Similarity	0.6348	NPC291610
Remote Similarity	0.6337	NPC179726
Remote Similarity	0.6336	NPC111428
Remote Similarity	0.633	NPC172128
Remote Similarity	0.6324	NPC316906
Remote Similarity	0.6311	NPC475289
Remote Similarity	0.6311	NPC475573
Remote Similarity	0.6304	NPC22082
Remote Similarity	0.6304	NPC186284
Remote Similarity	0.63	NPC98976
Remote Similarity	0.629	NPC239357
Remote Similarity	0.6286	NPC119677
Remote Similarity	0.6283	NPC311242
Remote Similarity	0.6279	NPC285394
Remote Similarity	0.6262	NPC258046
Remote Similarity	0.625	NPC252878
Remote Similarity	0.6241	NPC120251
Remote Similarity	0.6238	NPC139658
Remote Similarity	0.6212	NPC469666
Remote Similarity	0.6202	NPC46427
Remote Similarity	0.6187	NPC161069
Remote Similarity	0.6186	NPC474695
Remote Similarity	0.6172	NPC316896
Remote Similarity	0.617	NPC22786
Remote Similarity	0.6165	NPC300315
Remote Similarity	0.6161	NPC322040
Remote Similarity	0.6161	NPC471309
Remote Similarity	0.6154	NPC95868
Remote Similarity	0.6154	NPC477703
Remote Similarity	0.6154	NPC222466
Remote Similarity	0.6134	NPC274089
Remote Similarity	0.6134	NPC191215
Remote Similarity	0.6119	NPC130309
Remote Similarity	0.6115	NPC130251
Remote Similarity	0.6107	NPC101719
Remote Similarity	0.6107	NPC474847
Remote Similarity	0.6106	NPC108339
Remote Similarity	0.6103	NPC474473
Remote Similarity	0.61	NPC244738
Remote Similarity	0.6095	NPC12936
Remote Similarity	0.6095	NPC273033
Remote Similarity	0.6074	NPC194857
Remote Similarity	0.6074	NPC32858
Remote Similarity	0.6066	NPC319579
Remote Similarity	0.6064	NPC246588
Remote Similarity	0.6063	NPC264580
Remote Similarity	0.6061	NPC229235
Remote Similarity	0.6061	NPC65310
Remote Similarity	0.6058	NPC473360
Remote Similarity	0.6055	NPC69057
Remote Similarity	0.6055	NPC471638
Remote Similarity	0.6055	NPC60408
Remote Similarity	0.6055	NPC473031
Remote Similarity	0.6047	NPC475915
Remote Similarity	0.6045	NPC69496
Remote Similarity	0.6038	NPC14326
Remote Similarity	0.6031	NPC22746
Remote Similarity	0.6029	NPC287401
Remote Similarity	0.6027	NPC66936
Remote Similarity	0.6019	NPC123476
Remote Similarity	0.6016	NPC226143
Remote Similarity	0.6016	NPC269340
Remote Similarity	0.6015	NPC478079
Remote Similarity	0.6014	NPC313850
Remote Similarity	0.6014	NPC138775
Remote Similarity	0.6	NPC109787
Remote Similarity	0.6	NPC74458
Remote Similarity	0.6	NPC26285
Remote Similarity	0.6	NPC71664
Remote Similarity	0.6	NPC12429
Remote Similarity	0.5986	NPC209509
Remote Similarity	0.5985	NPC248283
Remote Similarity	0.5983	NPC316797
Remote Similarity	0.5981	NPC273758
Remote Similarity	0.598	NPC276699
Remote Similarity	0.5962	NPC103488
Remote Similarity	0.5962	NPC12857
Remote Similarity	0.596	NPC473206
Remote Similarity	0.5948	NPC120203
Remote Similarity	0.5946	NPC470877
Remote Similarity	0.5946	NPC298115
Remote Similarity	0.5946	NPC231591
Remote Similarity	0.5944	NPC262077
Remote Similarity	0.5941	NPC271437
Remote Similarity	0.5941	NPC285679
Remote Similarity	0.5938	NPC113670
Remote Similarity	0.5938	NPC228515
Remote Similarity	0.5929	NPC225745
Remote Similarity	0.5926	NPC283079
Remote Similarity	0.5917	NPC476198
Remote Similarity	0.5913	NPC471320
Remote Similarity	0.5913	NPC471319
Remote Similarity	0.5912	NPC313663
Remote Similarity	0.5912	NPC233910
Remote Similarity	0.5912	NPC245836
Remote Similarity	0.5903	NPC16188
Remote Similarity	0.5899	NPC180647

Drug Structure

NPD6588 OpenBabel08211710072D 31 34 0 0 0 0 0 0 0 0999 V2000 -4.5468 0.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -0.6636 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 -1.7321 -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 1.7321 -3.0000 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 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 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 4.3301 0.5000 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 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 -3.5686 -0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3776 -1.4067 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 2.5981 -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 -1.0000 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 5.1962 -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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -5.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 F 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 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 4 1 0 0 0 0 3 15 1 0 0 0 0 4 25 1 0 0 0 0 5 9 1 0 0 0 0 5 20 2 0 0 0 0 6 10 2 0 0 0 0 6 20 1 0 0 0 0 7 11 1 0 0 0 0 7 21 2 0 0 0 0 8 12 2 0 0 0 0 8 21 1 0 0 0 0 9 23 2 0 0 0 0 10 23 1 0 0 0 0 11 24 2 0 0 0 0 12 24 1 0 0 0 0 13 18 1 0 0 0 0 13 22 1 0 0 0 0 14 19 1 0 0 0 0 14 22 1 0 0 0 0 15 29 1 0 0 0 0 16 30 1 0 0 0 0 17 30 1 0 0 0 0 18 29 1 0 0 0 0 19 29 1 0 0 0 0 20 26 1 0 0 0 0 21 26 1 0 0 0 0 22 26 2 0 0 0 0 23 27 1 0 0 0 0 24 28 1 0 0 0 0 25 30 1 0 0 0 0 25 31 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000911
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9804326
ChEBI
CAS Number

Drug Properties

Molecular Weight	424.23
ALogP	0.1544
MLogP	3.77
XLogP	5.584
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	23.55
RO5 Violation	1