NPASS drugs

Drug Information

Drug ID:	NPD4585
Drug Name:
Molecular Formula:	C21H25NO5
Canonical SMILES:	CNC1CCc2c(c3c1cc(=O)c(cc3)OC)c(OC)c(c(c2)OC)OC
Standard InCHI:	InChI=1S/C21H25NO5/c1-22-15-8-6-12-10-18(25-3)20(26-4)21(27-5)19(12)13-7-9-17(24-2)16(23)11-14(13)15/h7,9-11,15,22H,6,8H2,1-5H3
Standard InCHIKey:	NNJPGOLRFBJNIW-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4585

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	183
0.1-0.2	1207
0.2-0.3	4023
0.3-0.4	9252
0.4-0.5	3298
0.5-0.6	7244
0.6-0.7	5332
0.7-0.8	335
0.8-0.85	4
0.85-0.9	3
0.9-0.95	4
0.95-1	5

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	1.0	NPC190931
High Similarity	0.9592	NPC218575
High Similarity	0.9542	NPC188120
High Similarity	0.9542	NPC53146
High Similarity	0.9542	NPC286790
High Similarity	0.9079	NPC44642
High Similarity	0.9079	NPC108957
High Similarity	0.9079	NPC226941
High Similarity	0.9079	NPC14005
High Similarity	0.879	NPC202839
High Similarity	0.879	NPC66678
High Similarity	0.8679	NPC189782
Intermediate Similarity	0.8344	NPC3906
Intermediate Similarity	0.8231	NPC262641
Intermediate Similarity	0.8095	NPC291847
Intermediate Similarity	0.8063	NPC114124
Intermediate Similarity	0.7964	NPC204947
Intermediate Similarity	0.7891	NPC105513
Intermediate Similarity	0.7888	NPC8337
Intermediate Similarity	0.7888	NPC85747
Intermediate Similarity	0.7799	NPC473934
Intermediate Similarity	0.7778	NPC476579
Intermediate Similarity	0.7742	NPC253429
Intermediate Similarity	0.7738	NPC39103
Intermediate Similarity	0.7738	NPC2770
Intermediate Similarity	0.7635	NPC298486
Intermediate Similarity	0.7633	NPC3375
Intermediate Similarity	0.7633	NPC255607
Intermediate Similarity	0.7605	NPC329837
Intermediate Similarity	0.7605	NPC7393
Intermediate Similarity	0.76	NPC258695
Intermediate Similarity	0.76	NPC243454
Intermediate Similarity	0.76	NPC470879
Intermediate Similarity	0.76	NPC474507
Intermediate Similarity	0.76	NPC475479
Intermediate Similarity	0.756	NPC226428
Intermediate Similarity	0.7557	NPC32413
Intermediate Similarity	0.7557	NPC239584
Intermediate Similarity	0.7557	NPC474506
Intermediate Similarity	0.7543	NPC23219
Intermediate Similarity	0.7529	NPC24465
Intermediate Similarity	0.7529	NPC180306
Intermediate Similarity	0.7516	NPC113236
Intermediate Similarity	0.7516	NPC214036
Intermediate Similarity	0.7515	NPC476580
Intermediate Similarity	0.75	NPC83198
Intermediate Similarity	0.75	NPC204908
Intermediate Similarity	0.7486	NPC173416
Intermediate Similarity	0.7486	NPC476577
Intermediate Similarity	0.7486	NPC112575
Intermediate Similarity	0.7486	NPC148709
Intermediate Similarity	0.7485	NPC13916
Intermediate Similarity	0.7485	NPC264850
Intermediate Similarity	0.7484	NPC160692
Intermediate Similarity	0.747	NPC475557
Intermediate Similarity	0.745	NPC211992
Intermediate Similarity	0.7439	NPC60538
Intermediate Similarity	0.7439	NPC207824
Intermediate Similarity	0.7414	NPC472894
Intermediate Similarity	0.7396	NPC118804
Intermediate Similarity	0.7396	NPC106786
Intermediate Similarity	0.7389	NPC57036
Intermediate Similarity	0.7384	NPC193853
Intermediate Similarity	0.7384	NPC56887
Intermediate Similarity	0.7384	NPC223077
Intermediate Similarity	0.7381	NPC57512
Intermediate Similarity	0.7381	NPC170503
Intermediate Similarity	0.7381	NPC203784
Intermediate Similarity	0.7381	NPC126519
Intermediate Similarity	0.7378	NPC59907
Intermediate Similarity	0.7378	NPC37144
Intermediate Similarity	0.7375	NPC328750
Intermediate Similarity	0.7375	NPC144284
Intermediate Similarity	0.7375	NPC213206
Intermediate Similarity	0.7375	NPC188163
Intermediate Similarity	0.7375	NPC474915
Intermediate Similarity	0.7371	NPC190783
Intermediate Similarity	0.7371	NPC4669
Intermediate Similarity	0.7371	NPC232386
Intermediate Similarity	0.7371	NPC152680
Intermediate Similarity	0.7368	NPC124433
Intermediate Similarity	0.7368	NPC476569
Intermediate Similarity	0.7368	NPC64391
Intermediate Similarity	0.7368	NPC293871
Intermediate Similarity	0.7368	NPC59567
Intermediate Similarity	0.7365	NPC2295
Intermediate Similarity	0.7365	NPC477564
Intermediate Similarity	0.7356	NPC26240
Intermediate Similarity	0.7356	NPC75958
Intermediate Similarity	0.7356	NPC69712
Intermediate Similarity	0.7356	NPC6152
Intermediate Similarity	0.7356	NPC477562
Intermediate Similarity	0.7349	NPC76213
Intermediate Similarity	0.7349	NPC277669
Intermediate Similarity	0.7348	NPC186546
Intermediate Similarity	0.7348	NPC476576
Intermediate Similarity	0.7346	NPC294249
Intermediate Similarity	0.733	NPC329969
Intermediate Similarity	0.7326	NPC209377
Intermediate Similarity	0.7321	NPC99659
Intermediate Similarity	0.7321	NPC325871
Intermediate Similarity	0.7321	NPC187022
Intermediate Similarity	0.7321	NPC80129
Intermediate Similarity	0.7317	NPC51957
Intermediate Similarity	0.7317	NPC106295
Intermediate Similarity	0.7317	NPC474446
Intermediate Similarity	0.7317	NPC476144
Intermediate Similarity	0.7317	NPC210437
Intermediate Similarity	0.7317	NPC16107
Intermediate Similarity	0.7314	NPC19520
Intermediate Similarity	0.7314	NPC239775
Intermediate Similarity	0.7314	NPC276890
Intermediate Similarity	0.7314	NPC63646
Intermediate Similarity	0.7314	NPC149090
Intermediate Similarity	0.7314	NPC198498
Intermediate Similarity	0.7314	NPC10908
Intermediate Similarity	0.7314	NPC76682
Intermediate Similarity	0.7314	NPC227060
Intermediate Similarity	0.7314	NPC317439
Intermediate Similarity	0.7314	NPC115284
Intermediate Similarity	0.7314	NPC317145
Intermediate Similarity	0.7312	NPC314682
Intermediate Similarity	0.7308	NPC175890
Intermediate Similarity	0.7308	NPC274661
Intermediate Similarity	0.7308	NPC11296
Intermediate Similarity	0.7308	NPC48490
Intermediate Similarity	0.7308	NPC82457
Intermediate Similarity	0.7308	NPC281581
Intermediate Similarity	0.7284	NPC136860
Intermediate Similarity	0.7284	NPC128019
Intermediate Similarity	0.7284	NPC476567
Intermediate Similarity	0.7273	NPC477020
Intermediate Similarity	0.7273	NPC7467
Intermediate Similarity	0.7273	NPC66341
Intermediate Similarity	0.7273	NPC129518
Intermediate Similarity	0.7273	NPC12424
Intermediate Similarity	0.7273	NPC471986
Intermediate Similarity	0.7273	NPC192135
Intermediate Similarity	0.7273	NPC251580
Intermediate Similarity	0.7273	NPC41376
Intermediate Similarity	0.7268	NPC63152
Intermediate Similarity	0.7268	NPC191132
Intermediate Similarity	0.7268	NPC60295
Intermediate Similarity	0.7267	NPC323204
Intermediate Similarity	0.7253	NPC208890
Intermediate Similarity	0.7241	NPC284842
Intermediate Similarity	0.7235	NPC476572
Intermediate Similarity	0.723	NPC120075
Intermediate Similarity	0.7226	NPC181675
Intermediate Similarity	0.7226	NPC207702
Intermediate Similarity	0.7226	NPC149008
Intermediate Similarity	0.7226	NPC283114
Intermediate Similarity	0.7219	NPC123323
Intermediate Similarity	0.7219	NPC169742
Intermediate Similarity	0.7215	NPC32778
Intermediate Similarity	0.7205	NPC470962
Intermediate Similarity	0.72	NPC222175
Intermediate Similarity	0.7191	NPC241704
Intermediate Similarity	0.7191	NPC293093
Intermediate Similarity	0.7189	NPC256124
Intermediate Similarity	0.7188	NPC471182
Intermediate Similarity	0.7179	NPC160193
Intermediate Similarity	0.7176	NPC160931
Intermediate Similarity	0.7176	NPC37205
Intermediate Similarity	0.7176	NPC323443
Intermediate Similarity	0.7176	NPC180756
Intermediate Similarity	0.7171	NPC264885
Intermediate Similarity	0.7171	NPC288238
Intermediate Similarity	0.717	NPC145769
Intermediate Similarity	0.717	NPC11147
Intermediate Similarity	0.716	NPC474414
Intermediate Similarity	0.7159	NPC118274
Intermediate Similarity	0.7159	NPC168753
Intermediate Similarity	0.7152	NPC232883
Intermediate Similarity	0.7152	NPC475856
Intermediate Similarity	0.7151	NPC475780
Intermediate Similarity	0.7151	NPC121400
Intermediate Similarity	0.7143	NPC18306
Intermediate Similarity	0.7143	NPC214629
Intermediate Similarity	0.7135	NPC117717
Intermediate Similarity	0.7135	NPC129603
Intermediate Similarity	0.7134	NPC19242
Intermediate Similarity	0.7134	NPC244338
Intermediate Similarity	0.7134	NPC126836
Intermediate Similarity	0.7133	NPC475961
Intermediate Similarity	0.7133	NPC308217
Intermediate Similarity	0.7133	NPC254625
Intermediate Similarity	0.7126	NPC211296
Intermediate Similarity	0.7124	NPC108545
Intermediate Similarity	0.7119	NPC10871
Intermediate Similarity	0.7118	NPC244112
Intermediate Similarity	0.7112	NPC281629
Intermediate Similarity	0.7111	NPC32154
Intermediate Similarity	0.7111	NPC244554
Intermediate Similarity	0.711	NPC153631
Intermediate Similarity	0.7108	NPC476151
Intermediate Similarity	0.7107	NPC274441
Intermediate Similarity	0.7105	NPC477886
Intermediate Similarity	0.7102	NPC470324
Intermediate Similarity	0.7093	NPC329640

Drug Structure

NPD4585 OpenBabel08211705262D 28 30 0 0 1 0 0 0 0 0999 V2000 -2.1623 -4.0132 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3497 0.0723 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 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 1.0151 -2.4888 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4942 -0.5391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3349 -3.2219 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4914 -0.4644 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 -2.1565 -2.6863 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 -0.9309 -1.3653 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2256 -2.3209 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6623 -3.1472 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.0225 -2.1863 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1716 -1.1974 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 0.0000 -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 0 0 0 0 0 0 0 0 0 0 -1.1623 -4.0132 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8488 -2.7496 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1271 -0.9027 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 -0.6623 -4.8792 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 22 1 0 0 0 0 2 24 1 0 0 0 0 3 25 1 0 0 0 0 4 26 1 0 0 0 0 5 27 1 0 0 0 0 6 8 1 0 0 0 0 6 12 1 0 0 0 0 7 9 1 0 0 0 0 7 13 2 0 0 0 0 8 15 1 0 0 0 0 9 17 2 0 0 0 0 10 12 2 0 0 0 0 10 18 1 0 0 0 0 11 14 2 0 0 0 0 11 16 1 0 0 0 0 12 19 1 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 14 15 1 0 0 0 0 15 22 1 0 0 0 0 16 17 1 0 0 0 0 16 23 2 0 0 0 0 17 24 1 0 0 0 0 18 20 2 0 0 0 0 18 25 1 0 0 0 0 19 21 2 0 0 0 0 20 21 1 0 0 0 0 20 26 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001634
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	2832
ChEBI
CAS Number

Drug Properties

Molecular Weight	371.17
ALogP	-0.6064
MLogP	3.11
XLogP	1.397
HDA	3
HBD	1
Rotatable Bonds	10
TPSA	66.02
RO5 Violation	0