NPASS drugs

Drug Information

Drug ID:	NPD3581
Drug Name:	BRL-52656
Molecular Formula:	C19H25F3N2O
Canonical SMILES:	O=C(N1CCCC[C@H]1CN1CCCC1)Cc1ccc(cc1)C(F)(F)F
Standard InCHI:	InChI=1S/C19H25F3N2O/c20-19(21,22)16-8-6-15(7-9-16)13-18(25)24-12-2-1-5-17(24)14-23-10-3-4-11-23/h6-9,17H,1-5,10-14H2/t17-/m0/s1
Standard InCHIKey:	RFTWMVGLYKJUCZ-KRWDZBQOSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3581

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	148
0.1-0.2	1263
0.2-0.3	6845
0.3-0.4	14219
0.4-0.5	6928
0.5-0.6	1232
0.6-0.7	231
0.7-0.8	23
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	0.8333	NPC473418
Intermediate Similarity	0.7563	NPC14672
Intermediate Similarity	0.7563	NPC285926
Intermediate Similarity	0.7563	NPC315276
Intermediate Similarity	0.7368	NPC167336
Intermediate Similarity	0.7364	NPC472258
Intermediate Similarity	0.7339	NPC256452
Intermediate Similarity	0.7333	NPC305602
Intermediate Similarity	0.7333	NPC473573
Intermediate Similarity	0.7333	NPC17497
Intermediate Similarity	0.7317	NPC200964
Intermediate Similarity	0.7317	NPC27833
Intermediate Similarity	0.7248	NPC71140
Intermediate Similarity	0.7155	NPC45033
Intermediate Similarity	0.7154	NPC220698
Intermediate Similarity	0.7143	NPC175726
Intermediate Similarity	0.7143	NPC474082
Intermediate Similarity	0.7107	NPC33742
Intermediate Similarity	0.7087	NPC231986
Intermediate Similarity	0.704	NPC302169
Intermediate Similarity	0.7031	NPC79698
Intermediate Similarity	0.7025	NPC35850
Intermediate Similarity	0.7025	NPC276949
Intermediate Similarity	0.7	NPC473322
Remote Similarity	0.697	NPC473962
Remote Similarity	0.6949	NPC55529
Remote Similarity	0.6947	NPC200589
Remote Similarity	0.6935	NPC470545
Remote Similarity	0.6894	NPC255447
Remote Similarity	0.688	NPC470546
Remote Similarity	0.6875	NPC6975
Remote Similarity	0.6855	NPC470544
Remote Similarity	0.6847	NPC473661
Remote Similarity	0.6842	NPC322598
Remote Similarity	0.6822	NPC222466
Remote Similarity	0.6797	NPC84281
Remote Similarity	0.6797	NPC291027
Remote Similarity	0.6797	NPC213126
Remote Similarity	0.6797	NPC169485
Remote Similarity	0.6797	NPC317474
Remote Similarity	0.6786	NPC474974
Remote Similarity	0.6769	NPC101719
Remote Similarity	0.6767	NPC126458
Remote Similarity	0.6723	NPC473498
Remote Similarity	0.6719	NPC71684
Remote Similarity	0.6719	NPC202521
Remote Similarity	0.6716	NPC257390
Remote Similarity	0.6694	NPC158854
Remote Similarity	0.6694	NPC246904
Remote Similarity	0.6641	NPC476990
Remote Similarity	0.6636	NPC474088
Remote Similarity	0.6618	NPC248283
Remote Similarity	0.6617	NPC111428
Remote Similarity	0.6607	NPC470926
Remote Similarity	0.6593	NPC44805
Remote Similarity	0.6593	NPC8761
Remote Similarity	0.6587	NPC239357
Remote Similarity	0.6571	NPC161069
Remote Similarity	0.6555	NPC275467
Remote Similarity	0.6547	NPC469560
Remote Similarity	0.6538	NPC252878
Remote Similarity	0.6525	NPC329375
Remote Similarity	0.6522	NPC471123
Remote Similarity	0.6519	NPC157311
Remote Similarity	0.6519	NPC130309
Remote Similarity	0.6515	NPC474847
Remote Similarity	0.65	NPC263493
Remote Similarity	0.65	NPC143516
Remote Similarity	0.65	NPC269398
Remote Similarity	0.65	NPC476198
Remote Similarity	0.6496	NPC162417
Remote Similarity	0.6496	NPC316104
Remote Similarity	0.6493	NPC469666
Remote Similarity	0.6491	NPC291070
Remote Similarity	0.6491	NPC246757
Remote Similarity	0.6489	NPC46427
Remote Similarity	0.6475	NPC178662
Remote Similarity	0.6475	NPC98424
Remote Similarity	0.6475	NPC92784
Remote Similarity	0.6475	NPC470884
Remote Similarity	0.6475	NPC476133
Remote Similarity	0.6475	NPC242159
Remote Similarity	0.6475	NPC313694
Remote Similarity	0.6466	NPC136453
Remote Similarity	0.6466	NPC65310
Remote Similarity	0.6449	NPC474787
Remote Similarity	0.6449	NPC475318
Remote Similarity	0.6449	NPC76785
Remote Similarity	0.6449	NPC9687
Remote Similarity	0.6449	NPC49577
Remote Similarity	0.6449	NPC79465
Remote Similarity	0.6449	NPC476102
Remote Similarity	0.6449	NPC90194
Remote Similarity	0.6449	NPC118099
Remote Similarity	0.6449	NPC260045
Remote Similarity	0.6449	NPC293377
Remote Similarity	0.6449	NPC475598
Remote Similarity	0.6449	NPC474811
Remote Similarity	0.6449	NPC273907
Remote Similarity	0.6449	NPC151706
Remote Similarity	0.6449	NPC474855
Remote Similarity	0.6446	NPC474973
Remote Similarity	0.6446	NPC130898
Remote Similarity	0.6446	NPC474804
Remote Similarity	0.6444	NPC69496
Remote Similarity	0.6444	NPC300315
Remote Similarity	0.6418	NPC105114
Remote Similarity	0.6418	NPC152850
Remote Similarity	0.6418	NPC239990
Remote Similarity	0.6418	NPC89923
Remote Similarity	0.6418	NPC71933
Remote Similarity	0.6412	NPC26285
Remote Similarity	0.6408	NPC476978
Remote Similarity	0.6395	NPC66936
Remote Similarity	0.6389	NPC138775
Remote Similarity	0.6381	NPC9796
Remote Similarity	0.6377	NPC474473
Remote Similarity	0.6364	NPC471680
Remote Similarity	0.6364	NPC209509
Remote Similarity	0.6364	NPC5620
Remote Similarity	0.6341	NPC473676
Remote Similarity	0.6338	NPC471164
Remote Similarity	0.633	NPC104070
Remote Similarity	0.6321	NPC103488
Remote Similarity	0.6319	NPC262077
Remote Similarity	0.6316	NPC285394
Remote Similarity	0.6316	NPC22746
Remote Similarity	0.6311	NPC471447
Remote Similarity	0.6304	NPC287401
Remote Similarity	0.6304	NPC233910
Remote Similarity	0.6304	NPC245836
Remote Similarity	0.6294	NPC52748
Remote Similarity	0.6293	NPC329430
Remote Similarity	0.6286	NPC471264
Remote Similarity	0.6286	NPC471265
Remote Similarity	0.6276	NPC16188
Remote Similarity	0.6262	NPC272260
Remote Similarity	0.625	NPC69057
Remote Similarity	0.625	NPC239854
Remote Similarity	0.6241	NPC132636
Remote Similarity	0.6241	NPC89489
Remote Similarity	0.624	NPC319579
Remote Similarity	0.6232	NPC207428
Remote Similarity	0.623	NPC67043
Remote Similarity	0.6226	NPC290638
Remote Similarity	0.6224	NPC470301
Remote Similarity	0.6224	NPC186284
Remote Similarity	0.6224	NPC22082
Remote Similarity	0.6218	NPC12730
Remote Similarity	0.6212	NPC314192
Remote Similarity	0.6204	NPC157055
Remote Similarity	0.6204	NPC17408
Remote Similarity	0.6204	NPC179224
Remote Similarity	0.6204	NPC285716
Remote Similarity	0.6198	NPC164859
Remote Similarity	0.6197	NPC163392
Remote Similarity	0.6197	NPC239762
Remote Similarity	0.619	NPC129666
Remote Similarity	0.619	NPC2501
Remote Similarity	0.619	NPC475013
Remote Similarity	0.619	NPC181390
Remote Similarity	0.6186	NPC10781
Remote Similarity	0.6186	NPC293628
Remote Similarity	0.6186	NPC122493
Remote Similarity	0.6184	NPC222029
Remote Similarity	0.6183	NPC226143
Remote Similarity	0.6182	NPC119677
Remote Similarity	0.6176	NPC319766
Remote Similarity	0.6174	NPC122590
Remote Similarity	0.6172	NPC113099
Remote Similarity	0.6167	NPC474582
Remote Similarity	0.6164	NPC225648
Remote Similarity	0.6164	NPC329761
Remote Similarity	0.6159	NPC120251
Remote Similarity	0.6154	NPC315051
Remote Similarity	0.6154	NPC285679
Remote Similarity	0.6147	NPC145053
Remote Similarity	0.6144	NPC276085
Remote Similarity	0.6143	NPC141050
Remote Similarity	0.6132	NPC271642
Remote Similarity	0.6127	NPC281104
Remote Similarity	0.6127	NPC316906
Remote Similarity	0.6122	NPC471821
Remote Similarity	0.6122	NPC240848
Remote Similarity	0.6122	NPC471820
Remote Similarity	0.6111	NPC151405
Remote Similarity	0.6111	NPC139326
Remote Similarity	0.6111	NPC139901
Remote Similarity	0.6107	NPC233702
Remote Similarity	0.6098	NPC474695
Remote Similarity	0.6095	NPC208075
Remote Similarity	0.6094	NPC476048
Remote Similarity	0.6091	NPC230068
Remote Similarity	0.6084	NPC307357
Remote Similarity	0.6084	NPC268841
Remote Similarity	0.6084	NPC46098
Remote Similarity	0.6084	NPC65408
Remote Similarity	0.6081	NPC283783
Remote Similarity	0.6078	NPC113946
Remote Similarity	0.6078	NPC104345

Drug Structure

NPD3581 OpenBabel08211703112D 25 27 0 0 1 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3147 2.3364 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 -2.5981 1.5000 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 -3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.6456 1.5933 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 0.8660 1.5000 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 -3.4641 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 1 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 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3301 3.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.8301 2.6340 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 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 -1.7321 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 5 1 0 0 0 0 2 12 1 0 0 0 0 3 4 1 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 5 17 1 0 0 0 0 6 8 1 0 0 0 0 6 15 2 0 0 0 0 7 9 2 0 0 0 0 7 15 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 23 1 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 15 1 0 0 0 0 13 18 1 0 0 0 0 14 23 1 0 0 0 0 16 19 1 0 0 0 0 17 14 1 6 0 0 0 17 24 1 0 0 0 0 18 24 1 0 0 0 0 18 25 2 0 0 0 0 19 20 1 0 0 0 0 19 21 1 0 0 0 0 19 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002181
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	354.19
ALogP	-0.9327
MLogP	2.89
XLogP	4.753
HDA	3
HBD	0
Rotatable Bonds	9
TPSA	23.55
RO5 Violation	0