NPASS drugs

Drug Information

Drug ID:	NPD6788
Drug Name:
Molecular Formula:	C27H30F2N2O3
Canonical SMILES:	COc1c(ccc(c1OC)OC)CN1CCN(CC1)C(c1ccc(cc1)F)c1ccc(cc1)F
Standard InCHI:	InChI=1S/C27H30F2N2O3/c1-32-24-13-8-21(26(33-2)27(24)34-3)18-30-14-16-31(17-15-30)25(19-4-9-22(28)10-5-19)20-6-11-23(29)12-7-20/h4-13,25H,14-18H2,1-3H3
Standard InCHIKey:	JQSAYKKFZOSZGJ-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6788

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	270
0.1-0.2	1323
0.2-0.3	6500
0.3-0.4	6637
0.4-0.5	4136
0.5-0.6	7758
0.6-0.7	3592
0.7-0.8	510
0.8-0.85	147
0.85-0.9	17
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
High Similarity	0.8712	NPC115284
High Similarity	0.8712	NPC198498
High Similarity	0.8712	NPC317439
High Similarity	0.8712	NPC76682
High Similarity	0.8712	NPC227060
High Similarity	0.8712	NPC317145
High Similarity	0.8712	NPC63646
High Similarity	0.8712	NPC10908
High Similarity	0.8712	NPC276890
High Similarity	0.8659	NPC12424
High Similarity	0.8659	NPC129518
High Similarity	0.8659	NPC41376
High Similarity	0.8659	NPC251580
High Similarity	0.858	NPC264850
High Similarity	0.858	NPC13916
High Similarity	0.8554	NPC293093
High Similarity	0.8519	NPC24465
Intermediate Similarity	0.8452	NPC475479
Intermediate Similarity	0.8452	NPC243454
Intermediate Similarity	0.8452	NPC210437
Intermediate Similarity	0.8452	NPC51957
Intermediate Similarity	0.8452	NPC16107
Intermediate Similarity	0.8452	NPC476144
Intermediate Similarity	0.8452	NPC106295
Intermediate Similarity	0.8428	NPC123323
Intermediate Similarity	0.8402	NPC239584
Intermediate Similarity	0.8397	NPC7467
Intermediate Similarity	0.8364	NPC204908
Intermediate Similarity	0.8364	NPC83198
Intermediate Similarity	0.8355	NPC314682
Intermediate Similarity	0.8353	NPC285931
Intermediate Similarity	0.8353	NPC15414
Intermediate Similarity	0.8353	NPC7715
Intermediate Similarity	0.8353	NPC73492
Intermediate Similarity	0.8353	NPC251735
Intermediate Similarity	0.8353	NPC104196
Intermediate Similarity	0.8353	NPC239824
Intermediate Similarity	0.8353	NPC271013
Intermediate Similarity	0.8353	NPC299990
Intermediate Similarity	0.8353	NPC49075
Intermediate Similarity	0.8353	NPC279228
Intermediate Similarity	0.8353	NPC222661
Intermediate Similarity	0.8353	NPC90998
Intermediate Similarity	0.8353	NPC42663
Intermediate Similarity	0.8353	NPC182052
Intermediate Similarity	0.8353	NPC311973
Intermediate Similarity	0.8353	NPC229373
Intermediate Similarity	0.8353	NPC290582
Intermediate Similarity	0.8353	NPC328155
Intermediate Similarity	0.8353	NPC217748
Intermediate Similarity	0.8353	NPC223690
Intermediate Similarity	0.8353	NPC258657
Intermediate Similarity	0.8353	NPC290005
Intermediate Similarity	0.8353	NPC181796
Intermediate Similarity	0.8353	NPC8836
Intermediate Similarity	0.8353	NPC185639
Intermediate Similarity	0.8353	NPC54654
Intermediate Similarity	0.8333	NPC476151
Intermediate Similarity	0.8323	NPC476572
Intermediate Similarity	0.8313	NPC325871
Intermediate Similarity	0.8313	NPC244112
Intermediate Similarity	0.8313	NPC99659
Intermediate Similarity	0.8313	NPC118274
Intermediate Similarity	0.8313	NPC168753
Intermediate Similarity	0.8304	NPC167116
Intermediate Similarity	0.8304	NPC254441
Intermediate Similarity	0.8304	NPC274716
Intermediate Similarity	0.8303	NPC204947
Intermediate Similarity	0.8301	NPC188163
Intermediate Similarity	0.8301	NPC328750
Intermediate Similarity	0.8301	NPC474915
Intermediate Similarity	0.8301	NPC213206
Intermediate Similarity	0.8294	NPC195538
Intermediate Similarity	0.8294	NPC286119
Intermediate Similarity	0.8263	NPC149090
Intermediate Similarity	0.8263	NPC239775
Intermediate Similarity	0.8263	NPC19520
Intermediate Similarity	0.8256	NPC302245
Intermediate Similarity	0.8256	NPC16357
Intermediate Similarity	0.8256	NPC95426
Intermediate Similarity	0.8256	NPC249996
Intermediate Similarity	0.8246	NPC30779
Intermediate Similarity	0.8246	NPC476202
Intermediate Similarity	0.8239	NPC326316
Intermediate Similarity	0.8239	NPC81733
Intermediate Similarity	0.8228	NPC103379
Intermediate Similarity	0.8228	NPC477565
Intermediate Similarity	0.8221	NPC235143
Intermediate Similarity	0.8221	NPC271388
Intermediate Similarity	0.8221	NPC205255
Intermediate Similarity	0.8221	NPC119649
Intermediate Similarity	0.8221	NPC230956
Intermediate Similarity	0.8214	NPC232386
Intermediate Similarity	0.8214	NPC190783
Intermediate Similarity	0.8214	NPC152680
Intermediate Similarity	0.8208	NPC212237
Intermediate Similarity	0.8208	NPC116465
Intermediate Similarity	0.8208	NPC139783
Intermediate Similarity	0.8208	NPC65312
Intermediate Similarity	0.8198	NPC302275
Intermediate Similarity	0.8194	NPC136860
Intermediate Similarity	0.8194	NPC476567
Intermediate Similarity	0.8194	NPC128019
Intermediate Similarity	0.8171	NPC79402
Intermediate Similarity	0.8171	NPC80759
Intermediate Similarity	0.8171	NPC60186
Intermediate Similarity	0.8165	NPC37144
Intermediate Similarity	0.8165	NPC59907
Intermediate Similarity	0.8161	NPC275680
Intermediate Similarity	0.8161	NPC22115
Intermediate Similarity	0.816	NPC221864
Intermediate Similarity	0.816	NPC7393
Intermediate Similarity	0.8114	NPC11296
Intermediate Similarity	0.8114	NPC82457
Intermediate Similarity	0.8114	NPC48490
Intermediate Similarity	0.8114	NPC206900
Intermediate Similarity	0.8114	NPC175890
Intermediate Similarity	0.8114	NPC274661
Intermediate Similarity	0.8114	NPC281581
Intermediate Similarity	0.8113	NPC219162
Intermediate Similarity	0.8113	NPC92541
Intermediate Similarity	0.8108	NPC172403
Intermediate Similarity	0.8095	NPC75958
Intermediate Similarity	0.8089	NPC185838
Intermediate Similarity	0.8086	NPC2413
Intermediate Similarity	0.8086	NPC278799
Intermediate Similarity	0.8086	NPC110416
Intermediate Similarity	0.8086	NPC276588
Intermediate Similarity	0.8086	NPC249797
Intermediate Similarity	0.8086	NPC469817
Intermediate Similarity	0.8086	NPC5238
Intermediate Similarity	0.8086	NPC127674
Intermediate Similarity	0.8086	NPC184026
Intermediate Similarity	0.8086	NPC193949
Intermediate Similarity	0.8086	NPC172765
Intermediate Similarity	0.8086	NPC207757
Intermediate Similarity	0.8086	NPC295691
Intermediate Similarity	0.8086	NPC39701
Intermediate Similarity	0.8086	NPC204828
Intermediate Similarity	0.8086	NPC41178
Intermediate Similarity	0.8086	NPC216459
Intermediate Similarity	0.8086	NPC189266
Intermediate Similarity	0.8086	NPC54379
Intermediate Similarity	0.8086	NPC138487
Intermediate Similarity	0.8072	NPC225774
Intermediate Similarity	0.8068	NPC473716
Intermediate Similarity	0.8068	NPC60295
Intermediate Similarity	0.8068	NPC191132
Intermediate Similarity	0.8068	NPC475597
Intermediate Similarity	0.8047	NPC10871
Intermediate Similarity	0.8037	NPC146288
Intermediate Similarity	0.8037	NPC247639
Intermediate Similarity	0.8037	NPC25084
Intermediate Similarity	0.8024	NPC219341
Intermediate Similarity	0.8024	NPC476432
Intermediate Similarity	0.8024	NPC24264
Intermediate Similarity	0.8023	NPC24260
Intermediate Similarity	0.8023	NPC474507
Intermediate Similarity	0.8012	NPC476577
Intermediate Similarity	0.8012	NPC148709
Intermediate Similarity	0.8012	NPC173416
Intermediate Similarity	0.8012	NPC112575
Intermediate Similarity	0.8	NPC14507
Intermediate Similarity	0.8	NPC47077
Intermediate Similarity	0.7987	NPC144863
Intermediate Similarity	0.7987	NPC321505
Intermediate Similarity	0.7987	NPC95075
Intermediate Similarity	0.7987	NPC253883
Intermediate Similarity	0.7987	NPC90844
Intermediate Similarity	0.7987	NPC191376
Intermediate Similarity	0.7987	NPC179825
Intermediate Similarity	0.7978	NPC256124
Intermediate Similarity	0.7978	NPC85381
Intermediate Similarity	0.7977	NPC474506
Intermediate Similarity	0.7977	NPC32413
Intermediate Similarity	0.7976	NPC205421
Intermediate Similarity	0.7976	NPC474931
Intermediate Similarity	0.7976	NPC145832
Intermediate Similarity	0.7976	NPC12053
Intermediate Similarity	0.7976	NPC158376
Intermediate Similarity	0.7976	NPC306555
Intermediate Similarity	0.7976	NPC81218
Intermediate Similarity	0.7976	NPC247389
Intermediate Similarity	0.7976	NPC117188
Intermediate Similarity	0.7966	NPC318805
Intermediate Similarity	0.7966	NPC41122
Intermediate Similarity	0.7965	NPC23219
Intermediate Similarity	0.7964	NPC302527
Intermediate Similarity	0.7964	NPC16805
Intermediate Similarity	0.7964	NPC253043
Intermediate Similarity	0.7964	NPC136508
Intermediate Similarity	0.7964	NPC78222
Intermediate Similarity	0.7964	NPC196447
Intermediate Similarity	0.7964	NPC477563
Intermediate Similarity	0.7964	NPC212794
Intermediate Similarity	0.7964	NPC306843
Intermediate Similarity	0.7964	NPC13504
Intermediate Similarity	0.7964	NPC96603
Intermediate Similarity	0.7964	NPC167546
Intermediate Similarity	0.7963	NPC114124

Drug Structure

NPD6788 OpenBabel08211710072D 34 37 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 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 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 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 -8.6603 -1.0000 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 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 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 -3.4641 -1.0000 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 -4.3301 -1.5000 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 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 -8.6603 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 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 -6.0622 -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 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 F 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -5.5000 0.0000 F 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 -5.1962 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 33 1 0 0 0 0 3 34 1 0 0 0 0 4 9 1 0 0 0 0 4 19 2 0 0 0 0 5 10 2 0 0 0 0 5 19 1 0 0 0 0 6 11 1 0 0 0 0 6 20 2 0 0 0 0 7 12 2 0 0 0 0 7 20 1 0 0 0 0 8 13 2 0 0 0 0 8 21 1 0 0 0 0 9 22 2 0 0 0 0 10 22 1 0 0 0 0 11 23 2 0 0 0 0 12 23 1 0 0 0 0 13 24 1 0 0 0 0 14 16 1 0 0 0 0 14 30 1 0 0 0 0 15 17 1 0 0 0 0 15 30 1 0 0 0 0 16 31 1 0 0 0 0 17 31 1 0 0 0 0 18 21 1 0 0 0 0 18 30 1 0 0 0 0 19 25 1 0 0 0 0 20 25 1 0 0 0 0 21 26 2 0 0 0 0 22 28 1 0 0 0 0 23 29 1 0 0 0 0 24 27 2 0 0 0 0 24 32 1 0 0 0 0 25 31 1 0 0 0 0 26 27 1 0 0 0 0 26 33 1 0 0 0 0 27 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC007741
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3949
ChEBI
CAS Number

Drug Properties

Molecular Weight	468.22
ALogP	0.838
MLogP	3.66
XLogP	5.154
HDA	2
HBD	0
Rotatable Bonds	13
TPSA	34.17
RO5 Violation	1