NPASS drugs

Drug Information

Drug ID:	NPD3685
Drug Name:	R-701
Molecular Formula:	C19H29NO4
Canonical SMILES:	CCOC(=NCCOc1ccc(cc1)C[C@@H]1CCCCC[C@@H]1O)O
Standard InCHI:	InChI=1S/C19H29NO4/c1-2-23-19(22)20-12-13-24-17-10-8-15(9-11-17)14-16-6-4-3-5-7-18(16)21/h8-11,16,18,21H,2-7,12-14H2,1H3,(H,20,22)/t16-,18-/m0/s1
Standard InCHIKey:	BURMGMSJRPHKJH-WMZOPIPTSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD3685

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	100
0.1-0.2	784
0.2-0.3	2586
0.3-0.4	8638
0.4-0.5	4966
0.5-0.6	7337
0.6-0.7	5791
0.7-0.8	672
0.8-0.85	16
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	0.8362	NPC470393
Intermediate Similarity	0.8276	NPC108875
Intermediate Similarity	0.8276	NPC38079
Intermediate Similarity	0.825	NPC166837
Intermediate Similarity	0.8102	NPC195814
Intermediate Similarity	0.8095	NPC263835
Intermediate Similarity	0.8083	NPC474272
Intermediate Similarity	0.8062	NPC95733
Intermediate Similarity	0.8062	NPC62101
Intermediate Similarity	0.8045	NPC471953
Intermediate Similarity	0.8045	NPC470392
Intermediate Similarity	0.8045	NPC274732
Intermediate Similarity	0.8034	NPC192596
Intermediate Similarity	0.8016	NPC256369
Intermediate Similarity	0.8	NPC29477
Intermediate Similarity	0.8	NPC146530
Intermediate Similarity	0.7984	NPC211218
Intermediate Similarity	0.7949	NPC51633
Intermediate Similarity	0.7931	NPC100870
Intermediate Similarity	0.7899	NPC212850
Intermediate Similarity	0.7899	NPC83289
Intermediate Similarity	0.7899	NPC189724
Intermediate Similarity	0.7879	NPC191302
Intermediate Similarity	0.7874	NPC43275
Intermediate Similarity	0.7869	NPC46844
Intermediate Similarity	0.7863	NPC320242
Intermediate Similarity	0.7857	NPC178466
Intermediate Similarity	0.7857	NPC63628
Intermediate Similarity	0.782	NPC147247
Intermediate Similarity	0.782	NPC246974
Intermediate Similarity	0.7812	NPC321133
Intermediate Similarity	0.7778	NPC97870
Intermediate Similarity	0.7778	NPC247018
Intermediate Similarity	0.7778	NPC307123
Intermediate Similarity	0.776	NPC235250
Intermediate Similarity	0.7752	NPC469412
Intermediate Similarity	0.7752	NPC198734
Intermediate Similarity	0.775	NPC8302
Intermediate Similarity	0.775	NPC473855
Intermediate Similarity	0.7744	NPC99798
Intermediate Similarity	0.7744	NPC198798
Intermediate Similarity	0.7744	NPC157740
Intermediate Similarity	0.7717	NPC323948
Intermediate Similarity	0.771	NPC255253
Intermediate Similarity	0.7698	NPC36434
Intermediate Similarity	0.7698	NPC303370
Intermediate Similarity	0.7692	NPC245974
Intermediate Similarity	0.7686	NPC113457
Intermediate Similarity	0.768	NPC26524
Intermediate Similarity	0.7676	NPC247298
Intermediate Similarity	0.7674	NPC60589
Intermediate Similarity	0.7674	NPC469708
Intermediate Similarity	0.7674	NPC41801
Intermediate Similarity	0.7669	NPC156944
Intermediate Similarity	0.7669	NPC474476
Intermediate Similarity	0.7643	NPC298821
Intermediate Similarity	0.7638	NPC258992
Intermediate Similarity	0.7634	NPC476142
Intermediate Similarity	0.7627	NPC471576
Intermediate Similarity	0.7623	NPC251306
Intermediate Similarity	0.7623	NPC194034
Intermediate Similarity	0.7622	NPC313414
Intermediate Similarity	0.7615	NPC83279
Intermediate Similarity	0.7615	NPC269242
Intermediate Similarity	0.7612	NPC41331
Intermediate Similarity	0.7612	NPC291449
Intermediate Similarity	0.7609	NPC264956
Intermediate Similarity	0.7594	NPC71105
Intermediate Similarity	0.7594	NPC170583
Intermediate Similarity	0.7594	NPC152186
Intermediate Similarity	0.7594	NPC182147
Intermediate Similarity	0.7594	NPC141739
Intermediate Similarity	0.7594	NPC246133
Intermediate Similarity	0.7594	NPC136112
Intermediate Similarity	0.7594	NPC207541
Intermediate Similarity	0.7589	NPC123761
Intermediate Similarity	0.7583	NPC305205
Intermediate Similarity	0.7581	NPC25067
Intermediate Similarity	0.7581	NPC231251
Intermediate Similarity	0.7581	NPC88868
Intermediate Similarity	0.7561	NPC201959
Intermediate Similarity	0.7552	NPC97004
Intermediate Similarity	0.7552	NPC161155
Intermediate Similarity	0.7552	NPC136951
Intermediate Similarity	0.7541	NPC92623
Intermediate Similarity	0.7541	NPC41594
Intermediate Similarity	0.7541	NPC135464
Intermediate Similarity	0.7538	NPC160120
Intermediate Similarity	0.7538	NPC471308
Intermediate Similarity	0.7538	NPC289330
Intermediate Similarity	0.7538	NPC53596
Intermediate Similarity	0.7538	NPC17388
Intermediate Similarity	0.7537	NPC251466
Intermediate Similarity	0.7536	NPC282477
Intermediate Similarity	0.7536	NPC284855
Intermediate Similarity	0.7521	NPC283546
Intermediate Similarity	0.7519	NPC287429
Intermediate Similarity	0.7519	NPC474214
Intermediate Similarity	0.7519	NPC300955
Intermediate Similarity	0.7519	NPC474040
Intermediate Similarity	0.75	NPC270849
Intermediate Similarity	0.75	NPC14600
Intermediate Similarity	0.75	NPC41473
Intermediate Similarity	0.75	NPC71090
Intermediate Similarity	0.75	NPC471314
Intermediate Similarity	0.75	NPC150026
Intermediate Similarity	0.75	NPC160607
Intermediate Similarity	0.75	NPC204848
Intermediate Similarity	0.75	NPC26653
Intermediate Similarity	0.75	NPC97282
Intermediate Similarity	0.75	NPC471315
Intermediate Similarity	0.75	NPC312770
Intermediate Similarity	0.748	NPC157473
Intermediate Similarity	0.748	NPC151530
Intermediate Similarity	0.748	NPC161696
Intermediate Similarity	0.7465	NPC204546
Intermediate Similarity	0.7463	NPC81641
Intermediate Similarity	0.7462	NPC474320
Intermediate Similarity	0.7462	NPC311595
Intermediate Similarity	0.7462	NPC24474
Intermediate Similarity	0.7462	NPC163036
Intermediate Similarity	0.746	NPC165646
Intermediate Similarity	0.746	NPC115379
Intermediate Similarity	0.7459	NPC154899
Intermediate Similarity	0.7459	NPC233396
Intermediate Similarity	0.7447	NPC299583
Intermediate Similarity	0.7445	NPC80600
Intermediate Similarity	0.7445	NPC472024
Intermediate Similarity	0.7444	NPC76465
Intermediate Similarity	0.7444	NPC328267
Intermediate Similarity	0.7444	NPC38761
Intermediate Similarity	0.7442	NPC164386
Intermediate Similarity	0.744	NPC474149
Intermediate Similarity	0.744	NPC137685
Intermediate Similarity	0.7432	NPC474560
Intermediate Similarity	0.7424	NPC474862
Intermediate Similarity	0.7424	NPC290451
Intermediate Similarity	0.7424	NPC127389
Intermediate Similarity	0.7422	NPC51345
Intermediate Similarity	0.7419	NPC75440
Intermediate Similarity	0.7419	NPC291837
Intermediate Similarity	0.7419	NPC309982
Intermediate Similarity	0.7415	NPC114659
Intermediate Similarity	0.7415	NPC139699
Intermediate Similarity	0.7414	NPC321956
Intermediate Similarity	0.7407	NPC276212
Intermediate Similarity	0.7402	NPC301735
Intermediate Similarity	0.7398	NPC326447
Intermediate Similarity	0.7398	NPC326801
Intermediate Similarity	0.7398	NPC176971
Intermediate Similarity	0.7397	NPC115144
Intermediate Similarity	0.7397	NPC277857
Intermediate Similarity	0.7395	NPC313918
Intermediate Similarity	0.7388	NPC48990
Intermediate Similarity	0.7388	NPC293701
Intermediate Similarity	0.7388	NPC109822
Intermediate Similarity	0.7388	NPC114901
Intermediate Similarity	0.7388	NPC94276
Intermediate Similarity	0.7385	NPC101503
Intermediate Similarity	0.7385	NPC283616
Intermediate Similarity	0.7385	NPC293424
Intermediate Similarity	0.7381	NPC55300
Intermediate Similarity	0.7368	NPC36016
Intermediate Similarity	0.7368	NPC100099
Intermediate Similarity	0.7368	NPC188997
Intermediate Similarity	0.7355	NPC307425
Intermediate Similarity	0.7353	NPC153990
Intermediate Similarity	0.7353	NPC251571
Intermediate Similarity	0.7353	NPC473993
Intermediate Similarity	0.7348	NPC207613
Intermediate Similarity	0.7343	NPC275150
Intermediate Similarity	0.7338	NPC169766
Intermediate Similarity	0.7333	NPC103420
Intermediate Similarity	0.7333	NPC188022
Intermediate Similarity	0.7333	NPC102540
Intermediate Similarity	0.7333	NPC17809
Intermediate Similarity	0.7333	NPC194519
Intermediate Similarity	0.7333	NPC285040
Intermediate Similarity	0.7329	NPC132771
Intermediate Similarity	0.7328	NPC71853
Intermediate Similarity	0.7328	NPC59561
Intermediate Similarity	0.7328	NPC172253
Intermediate Similarity	0.7323	NPC290353
Intermediate Similarity	0.7323	NPC42911
Intermediate Similarity	0.7323	NPC153795
Intermediate Similarity	0.7319	NPC173308
Intermediate Similarity	0.7319	NPC474491
Intermediate Similarity	0.7319	NPC181079
Intermediate Similarity	0.7319	NPC114102
Intermediate Similarity	0.7317	NPC42383
Intermediate Similarity	0.7317	NPC128730
Intermediate Similarity	0.7317	NPC473393
Intermediate Similarity	0.7313	NPC261992
Intermediate Similarity	0.7308	NPC142042
Intermediate Similarity	0.7308	NPC476266
Intermediate Similarity	0.7302	NPC63345
Intermediate Similarity	0.7299	NPC302378
Intermediate Similarity	0.7299	NPC274717
Intermediate Similarity	0.7293	NPC470212
Intermediate Similarity	0.7293	NPC324571

Drug Structure

NPD3685 OpenBabel08211703112D 26 27 0 0 1 0 0 0 0 0999 V2000 -10.3525 -3.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.4865 -3.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8209 -2.0917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1679 -2.2407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3209 -1.2256 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9010 -1.5605 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9556 -0.2948 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5583 -1.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4243 -0.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4243 -2.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2903 -0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.8884 -2.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0224 -1.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6923 -0.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5583 -0.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8262 -0.5633 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -4.2903 -1.5633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -8.6205 -2.0633 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7544 -1.5633 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1490 0.9888 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -9.4865 -1.5633 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6205 -3.0633 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1564 -2.0633 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.6328 1.6123 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -10.3525 -2.0633 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 23 1 0 0 0 0 3 4 1 0 0 0 0 3 5 1 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 16 1 0 0 0 0 7 18 1 0 0 0 0 8 10 1 0 0 0 0 8 15 2 0 0 0 0 9 11 2 0 0 0 0 9 15 1 0 0 0 0 10 17 2 0 0 0 0 11 17 1 0 0 0 0 12 13 1 0 0 0 0 12 20 1 0 0 0 0 13 24 1 0 0 0 0 14 15 1 0 0 0 0 16 14 1 1 0 0 0 16 18 1 0 0 0 0 17 24 1 0 0 0 0 18 21 1 1 0 0 0 19 20 2 3 0 0 0 19 22 1 0 0 0 0 19 23 1 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB010982
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	335.21
ALogP	-0.9252
MLogP	3
XLogP	4.684
HDA	4
HBD	2
Rotatable Bonds	11
TPSA	71.28
RO5 Violation	0