NPASS drugs

Drug Information

Drug ID:	NPD2654
Drug Name:
Molecular Formula:	C17H25NO4
Canonical SMILES:	COc1cc(OC)cc(c1C(=O)CCCN1CCCC1)OC
Standard InCHI:	InChI=1S/C17H25NO4/c1-20-13-11-15(21-2)17(16(12-13)22-3)14(19)7-6-10-18-8-4-5-9-18/h11-12H,4-10H2,1-3H3
Standard InCHIKey:	OWYLAEYXIQKAOL-UHFFFAOYSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2654

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	999
0.2-0.3	3377
0.3-0.4	8642
0.4-0.5	3879
0.5-0.6	5724
0.6-0.7	5603
0.7-0.8	2418
0.8-0.85	99
0.85-0.9	1
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	0.8593	NPC65041
Intermediate Similarity	0.8478	NPC211120
Intermediate Similarity	0.8406	NPC473907
Intermediate Similarity	0.8345	NPC473894
Intermediate Similarity	0.8333	NPC475496
Intermediate Similarity	0.8333	NPC128428
Intermediate Similarity	0.8333	NPC305518
Intermediate Similarity	0.8333	NPC49852
Intermediate Similarity	0.8273	NPC475017
Intermediate Similarity	0.8239	NPC203817
Intermediate Similarity	0.8239	NPC473655
Intermediate Similarity	0.8239	NPC101294
Intermediate Similarity	0.8214	NPC69235
Intermediate Similarity	0.8214	NPC212379
Intermediate Similarity	0.8182	NPC247743
Intermediate Similarity	0.8182	NPC472365
Intermediate Similarity	0.8182	NPC242294
Intermediate Similarity	0.8182	NPC28753
Intermediate Similarity	0.8182	NPC337373
Intermediate Similarity	0.8182	NPC144051
Intermediate Similarity	0.8182	NPC82225
Intermediate Similarity	0.8182	NPC192304
Intermediate Similarity	0.8182	NPC223354
Intermediate Similarity	0.8182	NPC139813
Intermediate Similarity	0.8182	NPC159623
Intermediate Similarity	0.8182	NPC263670
Intermediate Similarity	0.8182	NPC20560
Intermediate Similarity	0.8182	NPC56031
Intermediate Similarity	0.8182	NPC294593
Intermediate Similarity	0.8182	NPC204960
Intermediate Similarity	0.8182	NPC175098
Intermediate Similarity	0.8182	NPC312318
Intermediate Similarity	0.8182	NPC18877
Intermediate Similarity	0.8182	NPC188646
Intermediate Similarity	0.8169	NPC278556
Intermediate Similarity	0.8156	NPC84772
Intermediate Similarity	0.8143	NPC80694
Intermediate Similarity	0.8143	NPC186098
Intermediate Similarity	0.8125	NPC125269
Intermediate Similarity	0.8125	NPC286336
Intermediate Similarity	0.8125	NPC144027
Intermediate Similarity	0.8125	NPC236974
Intermediate Similarity	0.8116	NPC255073
Intermediate Similarity	0.8112	NPC87231
Intermediate Similarity	0.8112	NPC129132
Intermediate Similarity	0.8112	NPC182428
Intermediate Similarity	0.8112	NPC10971
Intermediate Similarity	0.8112	NPC212631
Intermediate Similarity	0.8112	NPC257756
Intermediate Similarity	0.8112	NPC205468
Intermediate Similarity	0.8099	NPC324482
Intermediate Similarity	0.8085	NPC230818
Intermediate Similarity	0.8069	NPC99854
Intermediate Similarity	0.8069	NPC13575
Intermediate Similarity	0.8069	NPC46869
Intermediate Similarity	0.8042	NPC308037
Intermediate Similarity	0.8042	NPC64359
Intermediate Similarity	0.8042	NPC31872
Intermediate Similarity	0.8042	NPC473584
Intermediate Similarity	0.8042	NPC186097
Intermediate Similarity	0.8042	NPC475589
Intermediate Similarity	0.8042	NPC475009
Intermediate Similarity	0.8042	NPC27490
Intermediate Similarity	0.8042	NPC475008
Intermediate Similarity	0.8042	NPC262359
Intermediate Similarity	0.8042	NPC284424
Intermediate Similarity	0.8014	NPC98115
Intermediate Similarity	0.8014	NPC1486
Intermediate Similarity	0.8014	NPC268081
Intermediate Similarity	0.8014	NPC472367
Intermediate Similarity	0.8014	NPC156910
Intermediate Similarity	0.8014	NPC477242
Intermediate Similarity	0.8014	NPC477244
Intermediate Similarity	0.8014	NPC168105
Intermediate Similarity	0.8014	NPC472364
Intermediate Similarity	0.8014	NPC470397
Intermediate Similarity	0.8014	NPC150399
Intermediate Similarity	0.8014	NPC61546
Intermediate Similarity	0.8014	NPC66349
Intermediate Similarity	0.8014	NPC249606
Intermediate Similarity	0.8014	NPC161196
Intermediate Similarity	0.8014	NPC274109
Intermediate Similarity	0.8014	NPC12165
Intermediate Similarity	0.8014	NPC187826
Intermediate Similarity	0.8014	NPC121243
Intermediate Similarity	0.8014	NPC476333
Intermediate Similarity	0.8014	NPC470398
Intermediate Similarity	0.8014	NPC174999
Intermediate Similarity	0.8014	NPC473391
Intermediate Similarity	0.8014	NPC186838
Intermediate Similarity	0.8014	NPC41461
Intermediate Similarity	0.8014	NPC254741
Intermediate Similarity	0.8014	NPC477243
Intermediate Similarity	0.8014	NPC72452
Intermediate Similarity	0.8014	NPC25287
Intermediate Similarity	0.8014	NPC293453
Intermediate Similarity	0.8014	NPC240147
Intermediate Similarity	0.8012	NPC129578
Intermediate Similarity	0.8	NPC164136
Intermediate Similarity	0.8	NPC103842
Intermediate Similarity	0.7986	NPC229646
Intermediate Similarity	0.7986	NPC25937
Intermediate Similarity	0.7972	NPC5515
Intermediate Similarity	0.7972	NPC270369
Intermediate Similarity	0.7962	NPC26353
Intermediate Similarity	0.7959	NPC44573
Intermediate Similarity	0.7959	NPC259685
Intermediate Similarity	0.7959	NPC253616
Intermediate Similarity	0.7959	NPC317119
Intermediate Similarity	0.7959	NPC153979
Intermediate Similarity	0.7959	NPC188879
Intermediate Similarity	0.7959	NPC472419
Intermediate Similarity	0.7945	NPC131039
Intermediate Similarity	0.7945	NPC84699
Intermediate Similarity	0.7945	NPC156092
Intermediate Similarity	0.7931	NPC223457
Intermediate Similarity	0.7931	NPC292998
Intermediate Similarity	0.7919	NPC470856
Intermediate Similarity	0.7917	NPC112192
Intermediate Similarity	0.7917	NPC128348
Intermediate Similarity	0.7917	NPC189106
Intermediate Similarity	0.7917	NPC309717
Intermediate Similarity	0.7917	NPC66384
Intermediate Similarity	0.7917	NPC164236
Intermediate Similarity	0.7917	NPC313618
Intermediate Similarity	0.7905	NPC251681
Intermediate Similarity	0.7905	NPC477055
Intermediate Similarity	0.7905	NPC470399
Intermediate Similarity	0.7905	NPC131130
Intermediate Similarity	0.7905	NPC243528
Intermediate Similarity	0.7905	NPC276905
Intermediate Similarity	0.7905	NPC477056
Intermediate Similarity	0.7905	NPC124269
Intermediate Similarity	0.7905	NPC17848
Intermediate Similarity	0.7905	NPC21350
Intermediate Similarity	0.7905	NPC472368
Intermediate Similarity	0.7902	NPC247779
Intermediate Similarity	0.7902	NPC185497
Intermediate Similarity	0.7902	NPC307732
Intermediate Similarity	0.7902	NPC42292
Intermediate Similarity	0.7891	NPC127447
Intermediate Similarity	0.7891	NPC231772
Intermediate Similarity	0.7891	NPC13408
Intermediate Similarity	0.7891	NPC194281
Intermediate Similarity	0.7891	NPC473887
Intermediate Similarity	0.7891	NPC234133
Intermediate Similarity	0.7891	NPC240593
Intermediate Similarity	0.7891	NPC29638
Intermediate Similarity	0.7891	NPC213603
Intermediate Similarity	0.7891	NPC47815
Intermediate Similarity	0.7891	NPC124784
Intermediate Similarity	0.7891	NPC29353
Intermediate Similarity	0.7877	NPC125920
Intermediate Similarity	0.7867	NPC171870
Intermediate Similarity	0.7862	NPC215875
Intermediate Similarity	0.7862	NPC285054
Intermediate Similarity	0.7862	NPC15834
Intermediate Similarity	0.7852	NPC140890
Intermediate Similarity	0.7852	NPC23257
Intermediate Similarity	0.7852	NPC470211
Intermediate Similarity	0.7852	NPC37206
Intermediate Similarity	0.7852	NPC139554
Intermediate Similarity	0.7852	NPC477956
Intermediate Similarity	0.7852	NPC11566
Intermediate Similarity	0.7852	NPC472366
Intermediate Similarity	0.7838	NPC116632
Intermediate Similarity	0.7838	NPC46947
Intermediate Similarity	0.7838	NPC209560
Intermediate Similarity	0.7838	NPC266597
Intermediate Similarity	0.7838	NPC162680
Intermediate Similarity	0.7838	NPC7013
Intermediate Similarity	0.7838	NPC181124
Intermediate Similarity	0.7838	NPC250266
Intermediate Similarity	0.7838	NPC294409
Intermediate Similarity	0.7838	NPC303644
Intermediate Similarity	0.7832	NPC78662
Intermediate Similarity	0.7832	NPC8005
Intermediate Similarity	0.7832	NPC60558
Intermediate Similarity	0.7829	NPC296575
Intermediate Similarity	0.7823	NPC60667
Intermediate Similarity	0.7818	NPC309692
Intermediate Similarity	0.7817	NPC41721
Intermediate Similarity	0.7817	NPC264428
Intermediate Similarity	0.7808	NPC27643
Intermediate Similarity	0.7808	NPC16197
Intermediate Similarity	0.7808	NPC108113
Intermediate Similarity	0.7808	NPC93756
Intermediate Similarity	0.78	NPC129853
Intermediate Similarity	0.78	NPC471587
Intermediate Similarity	0.78	NPC219917
Intermediate Similarity	0.78	NPC48624
Intermediate Similarity	0.78	NPC326109
Intermediate Similarity	0.78	NPC110228
Intermediate Similarity	0.78	NPC241100
Intermediate Similarity	0.78	NPC150522
Intermediate Similarity	0.78	NPC172250
Intermediate Similarity	0.78	NPC204985
Intermediate Similarity	0.78	NPC188243
Intermediate Similarity	0.78	NPC265178
Intermediate Similarity	0.78	NPC284550

Drug Structure

NPD2654 OpenBabel08211702172D 22 23 0 0 0 0 0 0 0 0999 V2000 3.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.5878 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 -0.8660 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 -4.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 20 1 0 0 0 0 2 21 1 0 0 0 0 3 22 1 0 0 0 0 4 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 7 1 0 0 0 0 6 10 1 0 0 0 0 7 14 1 0 0 0 0 8 18 1 0 0 0 0 9 18 1 0 0 0 0 10 18 1 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 13 1 0 0 0 0 12 16 2 0 0 0 0 13 20 1 0 0 0 0 14 17 1 0 0 0 0 14 19 2 0 0 0 0 15 17 2 0 0 0 0 15 21 1 0 0 0 0 16 17 1 0 0 0 0 16 22 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000862
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	307.18
ALogP	-1.2004
MLogP	2.78
XLogP	1.513
HDA	2
HBD	0
Rotatable Bonds	11
TPSA	48
RO5 Violation	0